best hiking trips from chicago

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The 26 best places for hiking near Chicago

Looking for gorgeous spots to go hiking near Chicago? Try these urban adventures, state parks and riverside trails.

Looking for an outdoorsy experience that's a little more adventurous than walking through your local  Chicago park ? Thankfully, you don't need to go too far to trek through nature and escape the urban jungle, because there's no shortage of great spots for hiking near Chicago. Cross state lines to visit the gorgeous Indiana Dunes along Lake Michigan, explore the ruins of a steel mill in Joliet or tackle the sprawling 30-mile Ice Age Trail at Kettle Moraine State Forest in Wisconsin. Plus, some of these paths double as great Chicago bike trails —you can even make a weekend of it and  plan a camping adventure . If you're ready for a quick escape from the city, put on your best boots and hit the trails at some of the best places for hiking near Chicago.

RECOMMENDED: Hit the road on more day trips from Chicago Discover these amazing treehouse Airbnbs near Chicago 

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Best hiking near Chicago

1.  Starved Rock State Park

Located on the south bank of the Illinois River in LaSalle County, Starved Rock offers 13 miles of well established trails winding through 18 canyons, with views of gorgeous waterfalls and rock formations (including the 125-foot butte overlooking the river that gives the park its name). Guided hikes are available year-round, or you can set out exploring at your own pace.

Travel time: 90 min drive

Entry fee: Free

2.  Chicago Lakefront Trail

Spanning 18.5 miles, Chicago’s Lakefront Trail will take you all the way from one end of the city to the other. Along the way, you’ll enjoy unobstructed views of the skyline and pass by landmarks like Lincoln Park, the Museum Campus and Promontory Point. It’s one of the best ways to see some of Chicago’s best sights while working out.

Travel time: 5 min drive

Entry fee:  Free

3.  Indiana Dunes State Park

Nestled on the northwest (and only) shore of Indiana, this National Natural Landmark offers spectacular views of Lake Michigan. The park encompasses over 2,000 acres of shoreline, comprised of hiking trails and, of course, sand dunes. Chicago native and poet Carl Sandburg called the Indiana Dunes “to the Midwest what the Grand Canyon is to Arizona and Yosemite is to California.” Just a short drive or train ride from downtown Chicago, it’s an easy day trip from the city.

Travel time: 1 hr drive, 90 min on South Shore Line

Entry fee: $7 in-state vehicles, $12 out-of-state vehicles

4.  Waterfall Glen Forest Preserve

West of the city in southern DuPage County, this nearly 2,500-acre preserve surrounding Argonne National Labs has 11 miles of mapped trails shared by hikers, cyclists, horseback riders and, when weather permits, cross-country skiers. The area itself is named after former Forest Preserve District president Seymour Waterfall (yes, that was his name), not the small, man-made cascade within it.

Travel time: 30 min drive

5.  Devil's Lake State Park

If you’re able and willing to make the journey up north to Wisconsin, Devil’s Lake State Park is a great option for stunning views and paths suitable for all levels of hikers. You’ll marvel at rock formations that were carved by glaciers during the Ice Age while making your way through over 29 miles of trails. Traverse the East Bluff Trail or the Balanced Rock Trail to be rewarded with some truly spectacular sights.

Travel time: 3 hr 30 min drive

Entry fee:  $8 in-state vehicles, $11 out-of-state vehicles

6.  Midewin National Tallgrass Prairie

This 19,000-acre National Forest Service prairie south of Joliet attracted new attention in 2015 with the reintroduction of bison to the land, with visitor numbers rising for the chance to see the herd in its natural habitat. Midewin has about 22 miles of mixed-use trails shared by hikers, cyclists and horseback riders, and another 12 for hikers only. Keep an eye out for the decomissioned bunkers where the U.S. Army once stored ammunition.

Travel time: 1 hr drive

7.  Kankakee River State Park

The Kankakee River has been a treasured area for centuries, occupied by the Illini and Miami tribes in the 17th century. The park itself surrounds the river for about 11 miles, totaling to 4,000 acres of protected land. It’s popular spot for fishing, canoeing, hiking and mushroom hunting (yep), and includes campgrounds with cabins, electricity and more amenities available.

8.  Moraine Hills State Park

With paths that wind around Lake Defiance and the surrounding woodland, Moraine Hills State Park offers more than 10 miles of trails that are fit for casual hikers. Named for the stones and boulders that were deposited throughout the area thousands of years ago when a glacier retreated, this McHenry County park is also a popular place for boating and fishing. Take the 3.7-mile Lake Defiance Trail to admire the sights, or opt for one of the shorter trails if you're pressed for time.

Travel time: 1 hour

9.  North Branch Trail

Get yourself to Gompers Park and you'll be minutes away from the North Branch Trail, which winds north through forests in Nile, Skokie, Morton Grove, Winnetka and Glencoe. It's a popular path for bikers (since it's paved), but hikers are welcome, too. You can trek 16 miles to the Skokie Lagoons or just as far as Morton Grove to get pizza at Burt's Place or Pequod's.

Travel time: 20 min drive

Entry fee: Free

10.  Morton Arboretum

Note: Advance, date-specific, timed-entry online member passes and visitor tickets are required. 

This nature preserve in west suburban Lisle boasts an incredibly complex landscape, with more than 4,000 catalogued species of trees and plants, and striking limited-time sculpture exhibitions. Explore them on 16 miles of paved and wood-chipped trails. In the summer and fall, Morton Arboretum is also a venue for Walking Plays, which offers ambulatory outdoor performances.

Travel time: 45 min drive, 90 min via Metra

Entry fee: $16 adults, $14 seniors, $11 ages 2–17

11.  Joliet Iron Works Historic Site

Craving a bit of industrial history with your outdoor excursion? The former site of Joliet Iron and Steel Works (once one of the largest steelmills in the U.S.) is now home to a 1.5-mile trail that allows guests to walk through the ruins of foundations and blast furnaces. You can also access the 12.5-mile I&M Canal Trail, which follow its namesake waterway north through Lockport to Romeoville, IL—perfect for hiking, jogging or biking.

Travel time: 1 hr 15 min drive

12.  LaBagh Woods

Located at the southern entrance of the North Branch Trail, this nature preserve offers hiking trails that will take you through wooded areas, wetlands, savannas and meadows. You’ll spot plenty of wildlife on your 5.7-mile loop, including excellent bird watching opportunities. If you need a breather after you’re done, pack some refreshments and relax in the picnic grove.

Travel time: 20 min drive

13.  Kettle Moraine State Forest South

There are two sections of Kettle Moraine State Forest, one to the north of Milwaukee and the other to the southwest. To keep the drive from Chicago to a minimum, we recommend the latter of the two options. The Southern Unit of the Wisconsin State Forest is packed with trails that run through pine forests and prairies. You'll find paths of varying lengths, including a short 1.25-mile jaunt on the John Muir Trail System or—if you're up for a challenge—a 30-mile section of the Ice Age National Scenic Trail.

Travel time: 2 hr drive

Entry fee: $8 in-state vehicles, $11 out-of-state vehicles

14.  Glacial Park Conservation Area

You can thank the glaciers for which this park was named for creating the pair of hills (a.k.a. kames) that hikers can scale, offering some great views of the surrounding area. The rest of the five-mile trail at Glacial Park isn't particularly challenging, but there are interesting sights along the way, including an oak savanna and bogs.

Travel time: 80 min drive

15.  Richard Bong State Recreation Area

Just over the Wisconsin border between Lake Geneva and Kenosha, this swath of green space was originally intended to be a jet fighter base. When those plans fell through, the area was opened for recreation, where anyone can enjoy the lakes, prairie landscape and campsites. Hikers can tackle a 16-mile network of trails, including an 8.3-mile jaunt that passes through hills and wetlands.

16.  Lakewood Forest Preserve

Set on more than 2,000 acres in nearby Wauconda, IL, the sprawling Lakewood Forest Preserve is home to several bogs and marshes, as well as a colony of bats that keep the mosquito population in check. Hikers can access the 28-mile Millennium Trail (which winds north through a variety of parks, woods and preserves) as well as a segment of the six-mile Fort Hill Trail that connects the Lakewood and Ray Lake forest preserves.

17.  Des Plaines River Trail

A plan that began in 1980 was finally completed in 2015, when the last leg of this trail was opened to make a continuous 31.5-mile dirt and gravel path traversing Lake County from north to south along the namesake river. The northern half of the trail offers a little more visual interest, crossing through a series of forest preserves. You can jump on the trail in various places, but the southernmost point to begin your trek is the Sunset Bridge Meadow Trailhead in River Grove, IL.

18.  Castle Rock State Park

Not to be confused with the fictional Maine town where Stephen King novels are sometimes set, Castle Rock State Park is named for a sandstone butte near the Rock River. It's a bit of a drive from Chicago, but the landscape is a welcome break from a flat urban expanse. A series of interconnected loop trails provide about six miles of hiking, with several overlooks that give you sweeping views of your surroundings along the way.

Travel time: 2 hr drive

19.  Matthiessen State Park

Nestled just south of Starved Rock, this 1,700-acre tract boasts forest, prairie, canyons and other rock formations. It’s centered on the Vermillion River and features five miles of hiking trails plus nine miles of biking and equestrian trails. Originally known as Deer Park, this reserve remains home to a large population of white-tailed deer thanks to its mineral springs that create salt licks for the fauna.

20.  Edward L. Ryerson Conservation Area

A home to several threatened and endangered species, the Ryerson Conservation Area is perhaps best known for its annual maple syrup- and Halloween-themed hikes. With 6.5-miles of paths that wind through the forest (a well as some historic cabins built by early settlers near the Des Plaines River), this wooded area is especially popular in the fall, when leaf peepers come to gawk at the colorful foliage.

Travel time: 40 minute drive

21.  Illinois Prairie Path

The first rails-to-trails project in the United States, this network of trails runs through many of Chicago's west suburbs. Enter the path in Maywood (just west of Forest Park where the CTA Blue Line ends) and head 16 miles west to Wheaton, where the path splits into branches that go to Elgin, Aurora, Batavia and Geneva. If you don't feel like hiking all the way home, it's pretty easy to catch the Metra back to the Loop.

22.  Deer Grove

Acquired in 1916, the Cook County Forest Preserve District's oldest property includes wetlands and prairies in the eastern half and denser woodlands in the west. The parcel in northwest suburban Palatine has four miles of paved trails and 10 more unpaved, the latter popular with both hikers and mountain bikers.

23.  Ned Brown Forest Preserve

Better known as Busse Woods to residents of Elk Grove Village and Schaumburg, the trails that wind through this forest preserve offer views of the gigantic Busse Lake (a popular spot for licensed fishing). An eight-mile paved trail loops around the park, taking visitors along the lakeshore and into the woods. Head to the east end of the preserve to see if you can spot a herd of elk, which inhabit an enclosed pasture.

24.  Adeline Jay Geo-Karis Illinois Beach State Park

A perfect summer day trip, this state park is home to the only remaining beach ridge shoreline in Illinois and a host of natural phenomena, including marshes, oak forests and dunes. Five miles of easy-going hiking trails serve as the perfect vantage point for birds, wildflowers and even prickly pear cactus in the park's drier areas. When you're done with your hike, cool off with a dip in Lake Michigan along 6.5 miles of shoreline. 

Travel time: 1 hr

25.  Rock Cut State Park

Located near Rockford, Rock Cut State Park may be best known for its nearly 200 acres of lakes where visitors love to fish, swim and boat, but it's also a gem for hikers. The park sports 40 miles of hiking trails as well as options for bikers and horseback riders, and the trails are packed with interesting flora and fauna—you might catch a glimpse of a deer, fox, beaver or muskrat. Of course, you can always just bask in the vivid glory of more than 100 species of wildflowers.

26.  Fort Sheridan

As one of the few spots in Lake County that grants free access to Lake Michigan, Fort Sheridan has more than three miles of paths with scenic views over a 70-foot-high bluff. Whether you’re looking for a quick escape from the city or trying to pick up bird watching as a hobby, Fort Sheridan is a great place to explore. 

Travel Time: 30 minutes

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13 Stunning Places to Go Hiking In and Near Chicago

By Kay Rodriguez

FYI: Some of our posts include affiliate links. When you make a purchase from one of these links, Urban Outdoors may receive a commission at no additional cost to you.

Updated November 17, 2022

While many people flock to Chicago to wander through the city, eat deep dish pizza, and paddle the Chicago River , there’s a lot to do here for outdoor adventure travelers, too. One fact people are surprised to hear is that there are a ton of great places to go hiking near Chicago!

Whether you’re hitting one of the urban Chicago hiking trails, or you’re planning on taking a day trip to some hiking trails near Chicago, there are tons of choices for you to explore. Here’s a comprehensive list of the 13 best places for hikes near Chicago.

Top Places to Go Hiking In Chicago

You might be surprised to learn that there are actually a handful of places to go hiking in Chicago…within the city limits! Here are three of the most unique and popular trails where you can get outdoors without leaving the city.

1. Chicago Lakefront Trail

• Trail Length: 17.6 miles
• Location: Lake Michigan (Chicago)
• Difficulty: Easy

The Lakefront Trail blends the best of Chicago’s urban areas with outdoor adventure, and it’s more or less flat, perfect for any level of hiker. Basically, it’s a paved trail that’s shared with runners, dog walkers, and bikers, so it’s less of your normal hike and more of a place to go for a nice, leisurely walk on a sunny day. However, a hike on the Lakefront Trail is one of the easiest ways to enjoy the outdoors without leaving Chicago’s downtown area.

In total, the Lakefront Trail is 18 whole miles, so you’ll never run out of places to explore while hiking in Chicago. Along it, there are tons of beach hangout areas, cute waterfront restaurants and bars, graffiti-lined underpasses, and plenty of people watching. You’ll also pass by the iconic Navy Pier, Monroe Harbor, the Museum District, and of course, the city skyline itself.

The best time to enjoy the Lakefront Trail is at sunrise, when the sun hangs low over the water and you can catch the coolest, crispest summer air in Chicago.

• Trail Length: 2.7 miles
• Location: Humboldt Park (Chicago)

Another one of the most unique Chicago hiking trails is the 606 , an elevated trail that runs over former railroad tracks. Today, it’s an urban hiking, running, and biking trail that runs through green spaces, charming neighborhoods, and historic areas of Chicago. The 606 is a great place to go hiking in Chicago while exploring some of the neighborhoods outside of downtown.

The entire 606 trail spans 2.7 miles, beginning at Walsh Park and ending at North Ridgeway Ave. If you don’t want to hike the whole thing, there are multiple access points along the trail where you can enter and exit at your leisure. Because it’s paved and mostly flat, it’s one of the best hikes in Chicago and the surrounding areas for all levels of hikers.

3. Lincoln Park Trail

• Trail Length: 5.5 miles
• Location: Lincoln Park (Chicago)

Lincoln Park is one of the most beloved residential areas of Chicago, and in the middle of it lies a large, green park area that houses many walking trails, a lake, and the Chicago Zoo. The Lincoln Park Trail winds through the park’s wooded areas provide an easy, leisurely, family-friendly area to go for a day hike in the city.

Within the park, you’ll find 1200 acres of green spaces and recreation areas to enjoy. Along your hike, you can admire the gorgeous Victorian architecture in the neighborhood, and you can stop by the zoo or the Lincoln Park Conservatory. Nearby, the Lincoln Park trails lead to the North Avenue Beach stretch of the Lakefront Trail, perfect for an extra-long urban hike if you’re wanting to extend your adventure.

Top Places to Go Hiking Near Chicago

Once you leave Chicago’s bustling downtown area, you’ll start to find more traditional hiking opportunities along gravel trails, forested areas, and rocky terrain. These incredible spots for hiking near Chicago boast sand dunes, gorgeous waterfalls, stunning rock formations, unique wildlife, and more.

4. Waterfall Glen Forest Preserve

• Trail Length: 11 miles
• Location: Willowbrook, IL
• Distance from Chicago: 25 miles (~1 hour)
• Difficulty: All Levels

Located about an hour outside of Chicago, Waterfall Glen Forest Preserve is a gem of a park for hikers, bikers, and outdoor lovers. The park features a few picturesque waterfalls, and a rocky bluff overlook at Sawmill Creek. Although it’s not far from Chicago, the park features gravel paths, forested areas, and tons of local wildlife and plant species.

One of the perks of Waterfall Glen Forest Preserve is that it’ a year-round destination. In the summer, visitors can hike, bike, and bird-watch, and in the winter, people use the area for cross-country skiing. With gentle slopes and beautiful sights, it’s one of the most fun and family-friendly areas for hikes near Chicago.

5. Midewin National Tallgrass Prairie

• Length: 3.6 miles
• Location: Will County, IL
• Distance from Chicago: 50 miles (~1.5 hours)

If it’s prairie life you’re looking for, Midewin National Tallgrass Prairie is the perfect place to go hiking near Chicago. This nationally protected prairie area is a popular place to go biking, hiking, and bison-watching. Yup, you heard that right: Midewin National Tallgrass Prairie is home to a bison herd that you can observe with your own two eyes.

People often forget that the prairie is the landscape of the Midwest, and that it can be beautiful in its own way. While you won’t see ton of topography here, Midewin is home to lots of trails that pass through wildflower fields, grazing pastures, and tons of places for bird watching.

Note: As of July 2021, the Midewin National Tallgrass Prairie Welcome Center is closed, except for the vestibule. For more information, visit here .

6. Kankakee River State Park

• Length: 3-12 miles
• Location: Kankakee County, IL
• Distance from Chicago: 60 miles (~1.5 hours)

To admire the fall colors and enjoy the crisp, cool weather, there are few better places to go hiking near Chicago than Kankakee River State Park . A historic area that was once home to Native American settlements, this lush, forested river area is equal parts tranquil and full of adventure opportunities.

To explore the park, the best place to start is with the 3-mile Rock Creek Trail . This is one of the most scenic Chicago hiking trails as it twists through rocky canyons, along the flowing river, and past a bubbling waterfall, all with the beautiful forest canopy overhead.

7. Morton Arboretum

• Length: 0.25-1.5 miles
• Location: DuPage County, IL

For a peaceful, easy hike through a gorgeous nature area, Morton Arboretum is a great option for hikes near Chicago. As one of the shorter trails on our list, the arboretum is a great place to spend a leisurely afternoon walking around and learning about the protected tree and plant species that grow on the property.

Note that there is a $15 entrance fee for Morton Arboretum that helps to cover the costs of maintaining and caring for the plants.

8. Starved Rock State Park

• Length: 13 miles (trails ranging from 0.3-4.7 miles)
• Location: LaSalle County, IL
• Distance from Chicago: 100 miles (~2 hours)

Perhaps the most popular place to go hiking near Chicago, Starved Rock State Park is a stunning, family-friendly nature area that boasts several miles of forested hiking trails for all levels of hikers. While here, you can see caves, rock formations, canyons, waterfalls, and more as you tackle some of the most famous hikes near Chicago and in Illinois. It does get pretty crowded here in the warmer months of the year, but when you visit, you can easily see why!

Within the park’s grounds, there are over 18 canyons to explore and marvel at. Many of the trails lead through and above these many canyons. Some of the most popular hikes in the park are the Saint Louis Canyon Trail and the LaSalle Canyon Trail . Additionally, the park offers free guided hikes on weekends through late November. We recommend going there in the fall to experience the breathtaking foliage colors.

9. Matthiessen State Park

• Length: 5 miles

If it’s more diverse hikes you’re after, Matthiessen State Park is a great Chicago hiking area to start. With caves, canyons, and gorgeous rock formations, this state park is definitely a hidden gem amidst the Midwest prairie. Think of Matthiessen State Park as Starved Rock’s smaller sister – it’s still got beautiful, forested rock canyons but only a fraction of the visitors.

Suitable for all levels of hikers, there are easy hikes along the bluffs and upper areas of the park. For more of a challenge, the more difficult adventures include the Dells Canyon and Bluff Trails, which bring you along steep drop-offs and through deep, picturesque canyons. It’s definitely the kind of place you don’t expect to be located just a few hours outside of Chicago!

Note: In the summer months (May – October), the Matthiessen Dells area and Vermillion River Area close when they reach max capacity, typically from 10 am – 3 pm.

10. Ned Brown Forest Preserve

• Length: 12.9 miles of paved trails
• Location: Elk Grove Village, IL
• Distance from Chicago: 20 miles (~45 minutes)

With over 3,000 acres of woodlands to hike through, there’s no shortage of things to see and do at Ned Brown Forest Preserve . Also known locally as Busse Woods, this forest and marsh area is home to lots of local wildlife and picturesque wooded areas to hike and unwind, including an elk pasture! At under an hour from the city, Ned Brown Forest Preserve is one of the most accessible nature areas from the city.

With a beautiful lake area and lots of wildlife, Busse Woods is also a popular place to go kayaking in the Chicago area . Hiking it on foot gives you the unique advantage of pristine lake views, which are especially beautiful in the fall when the leaves begin to change colors.

11. Glacial Park Conservation Area

• Length: 8 miles
• Location: McHenry County, IL

If you’re seeking a super photogenic, tranquil hiking trails near Chicago, Glacial Park Conservation Area in McHenry County is a perfect option. With nearly 500 acres of nature preserve, it’s a lovely place to experience local protected species without straying too far from Chicago. It’s also a popular spot for birders in the area, as it’s a common place for migratory wetland birds to pass through.

Most of the 8 miles of trails here consist of open prairie, passing through marshy wetlands and grassy areas. You can spot local wildflowers, birds, and turtles in the area, and visit the visitor’s center to learn more about the species that inhabit the preserve.

12. Devil’s Lake State Park

• Length: Up to 13.7 miles
• Location: Sauk County, WI
• Distance from Chicago: 190 miles (~3.5 hours)
• Difficulty: Moderate to Difficult

For hikers looking for natural beauty paired with challenging trails, Devil’s Lake is one of the few places near Chicago that offers both. While it’s admittedly not that close to the city (~3.5 hours, depending on traffic), we’ve chosen to include it on here because Devil’s Lake is truly a spectacular place to go hiking near Chicago.

As part of the Ice Age National Scientific Reserve, Devil’s Lake is full of striking rock formations that were carved by glaciers during the Ice Age. While it’s popular for outdoor rock climbing near Chicago, it’s also a fantastic place for hiking. One of the most popular trails is the challenging 13.7-mile Ice Age Trail, but there are several trail options of various lengths and difficulties for intrepid hikers.

Note: There is a $16 entrance fee to help protect and maintain the park.

13. Indiana Dunes National and State Parks

• Length: 0.5-6.8 miles (21 trails in total)
• Location: Chesterton, IN
• Distance from Chicago: 50 miles (~1 hour)

As one of the newest official national parks, Indiana Dunes is nothing to sneeze at. While this lakefront state and national park area is known for its golden sand dunes and gorgeous location next to Lake Michigan, there are lots of great hikes to enjoy here, too!

The park contains a variety of terrain, from wetlands to savannas, and, of course, the sandy beach. During the warmer months of the year, you’ll find tons of beachgoers here enjoying the sand and sun.

For hikers, there are 21 trails total – 7 in the state park and 14 in the national park. Some of the most popular trails include the West Beach Trail (in the national park) and Trail 10 (in the state park).

Note: As of July 2021, the Little Calumet River Trail and portions of the Portage Lakefront & Riverwalk Trail will be temporarily closed due to renovations. For updates on park closures, check here .

Additional Resources for Hiking Near Chicago

What to bring.

• Breathable hiking clothes – For warmer hikes, you’ll want to wear a sweat-wicking shirt and breathable pants, like these Patagonia hiking shorts for men and women . For cold-weather hikes, we recommend dressing in layers, including merino wool baselayers for men and women , a down puffer jacket for men and women , and a Northface waterproof outer shell for men and women (a must for hiking in Seattle). And don’t forget a pair of the best women’s and men’s hiking socks!
• Trekking poles – You won’t need these for every single hike , but we suggest throwing them in your car just in case. We recommend the Black Diamond Trail Ergo cork trekking poles , which are lightweight, easy to transport, and durable.
• Water bottle – Having water available at all times is a huge must. To limit disposable plastic, we recommend bringing your own refillable water bottle. We’re obsessed with Hydro Flask water bottles because they keep water cold for hours.
• Sunscreen and bug spray – Sweatproof sunscreen and DEET bug spray can help you avoid sunburn and bug bites, two of hiking’s most annoying after-effects. Our favorite kind of sunscreen is Sun Bum , as it is free of harsh chemicals and safe for marine life, including coral reefs.
• A brimmed hat or cap – The sun can be brutal in open hikes, so always pack a brimmed hat or cap for day hikes in the sunshine.
• Emergency blanket and first aid kit – We’d strongly recommend bringing a first aid kit and a lightweight emergency blanket on every hike. Why? Because the unfathomable can happen, and it’s always best to play it safe.
• Durable day pack – A durable day pack is the perfect spot to stash all your hiking gear. While any backpack will do, we recommend the Osprey Tempest 20 or the Talon 22 day packs because they’re comfortable and breathable for long hikes. For more information, check out our best day packs for any terrain guide.

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Hiking near Chicago: 22 great hikes you shouldn’t miss

By: Author Sylvia

Posted on Last updated: August 13, 2022

If you’re looking for a retreat into nature from the bustling metropolis, you’ll find the best hiking near Chicago is just outside the city, waiting to be explored.

There is a really good chance that this post contains affiliate links. If you click one of them, we may receive a small commission (for which we are deeply grateful) at no extra cost to you.

In a hurry? These are the best hiking trails in Illinois

• Best hiking trails in Chicago : Lincoln Park Trail
• Best hiking trails near Chicago : Skokie Lagoons Inner Trail
• Best day hikes near Chicago : The trails in Starved Rock State Park
• Best waterfall hikes near Chicago: The trails in Starved Rock State Park
• Best hiking near Chicago with swimming : The trails in Illinois Beach State Park
• Best difficult hikes near Chicago: The trails in Devil’s Lake State Park
• Best winter hikes near Chicago : The trails in Morton Arboretum
• Best dog friendly hikes near Chicago : Buffalo Viewing Trail

Table of Contents

General hiking tips

• It’s best to wear proper hiking shoes. Here is our selection of great lightweight hiking shoes.
• We advise you to wear  hiking leggings , hiking shorts,  or hiking pants. If you prefer high-waisted hiking pants, click here. Even men can wear hiking tights.
• If you go hiking during winter, check out our list of winter hiking leggings and fleece-lined hiking pants.
• Bring trekking poles with you. If you are looking for  budget hiking poles, click here.  If you are looking for a  pair of lightweight trekking poles click here.  If you are looking for  women-specific poles, click here.  For the  best collapsible hiking sticks, click here.
• With the Garmin hiking watch, you can track all your hikes and you won’t get lost.
• Always bring enough water and snacks.
• Do not forget your camera and perhaps carry a bag/ backpack to store it.  It’s safer to store it when you’re clambering up, otherwise, your camera may bump into some rocks when it’s dangling around your neck.

Overview of the best hiking near Chicago

Here’s a comparison table of the best places to hike near Chicago that we cover in this post.

Read on for a short description of all the trails.

Hiking trails in Chicago you shouldn’t miss

Hiking in Illinois near Chicago

You won’t have to travel far for these Chicago nature trails located right in the heart of the city.

Lincoln Park Trail

• Location: Lincoln Park
• Travel distance from Chicago: Located on the North side of Chicago.
• Distance: 5 miles
• Difficulty Level: Easy
• Time needed: 2 hours
• Elevation Gain: 85 feet
• Route Type: Loop
• When to go: Year round
• Dog-Friendly: Yes, but dogs must remain leashed.
• Highlights: A family friendly attraction in the city with numerous cultural events and free activities.

Short description of the trail

This trail is located in the famous Lincoln Park. This wooded green space is a peaceful sanctuary shielding hikers from the noise and chaos of the urban lifestyle.

The path itself is wide, paved, and provides the perfect setting for a casual stroll with the family, or a chance to get some outdoor exercise.

Along the way, make sure to stop and explore the Lincoln Park Conservatory, the Lincoln Park Zoo, the Nature Museum, and of course, Lake Michigan’s North Avenue Beach.

Where to start the Lincoln Park Trail

There are multiple points of entry to Lincoln Park Trail. The simplest way is to take the CTA’s Red Line or Brown Line to Fullerton Street.

The whole trail is navigable for wheelchair users and there are designated accessible parking spots at the parking lot at North Clark Street.  This is on the southwest end of the trail.

What people are saying about this hike

Fantastic loop! It really gives you a nice taste of Chicago while providing great scenery and tons of activities.

This trail is so scenic, especially the lake and pops of art along the way.

Lincoln Park Trail is one of the best hikes in Chicago because of its greenery, abundance of free attractions, and scenic views fit for all ability levels. For an overview of more free things to do in Illinois, click here.

The 606 (also known as the Bloomingdale Trail)

• Location: Chicago – the trail runs east to west on the northwest side of the city
• Travel distance from Chicago: A 20 minute commute from central Chicago.
• Distance: 2.7 miles (one-way)
• Difficulty level: Easy
• Time needed: 1 -2 hours
• Elevation gain: 13 feet
• Route type: Point to point (can exit on either end) or out & back
• When to go: Enjoy this well-maintained trail in every season.
• Dog-friendly: Dogs are welcome if they are leashed.
• Highlights: What was once an abandoned railway is now a bustling trail on Chicago’s Westside.

The 606, also commonly referred to as the Bloomingdale Trail, is the longest greenway project of a former rail line in the US and the second-longest in the world.

The ten-foot-wide path hosts families, walkers, runners, and bikers looking to spend time outdoors and enjoy one of the quietest walking trails Chicago has to offer.  

Not only is the 606 filled with active locals, but the trail also hosts community and cultural events ranging from public outdoor art exhibits, fitness classes, neighborhood bonfires, astronomy events, and some of the best sunset views in Chicago.

Where to start the 606 hike

This loop is accessible through 13 entrances and exits throughout Chicago’s trendiest neighborhoods such as Wicker Park, Logan Square, and Humboldt Park.

The Western and Damen stops of the CTA Blue Line are both close to one of the entrances of the trail.

What people are saying about this trail

Absolutely beautiful. The art and plants work together so spectacularly that you don’t even feel like you’re in the city anymore. Stunning!

I love this oasis in the middle of the city. The perfect trail to get outdoors and the scenery is beautiful.

Of all the hiking trails Chicago has to offer, the 606 is one of the most unique and scenic you’ll find.

Enjoy the elevated views, spacious trails, and beautiful art displays the trail has to offer.

Best hiking trails near Chicago

There are tons of places to hike near Chicago with beautiful features that are under an hour away.

Des Plaines River Trail Loop

• Location: Robinson Woods South Forest Preserve
• Distance from Chicago: From downtown Chicago, this trail is about 18 miles via 1-90 W or about 30 minute drive (40 if you take I-290).
• Distance: 3.7 miles
• Time needed: 2-2.5 hours
• Elevation gain: 72 feet
• Route type: Loop
• When to go:  This path is open year-round but is subject to seasonal closure due to conditions weather
• Dog-friendly:  Yes, but must be kept on a leash
• Highlights:  Enjoy riverbank views and a low traffic trail

The Des Plaines Loop Trail is a fantastic option for day hikes near Chicago because of its close proximity to the city and accessibility for all skill levels.

The smooth terrain and easily navigable pathway provide a chance to have a relaxed, enjoyable walk in a peaceful setting. The trail winds through woodlands, alongside the river, and past an abundance of flora, fauna, and wildlife.

Skokie Lagoons Inner Trail

• Location: Glencoe, Illinois
• Travel Distance from Chicago: 22 miles from downtown, about a 25-minute drive.
• Distance: 4.1 miles (not to be confused with the larger, 11.4 mile Skokie loop)
• Difficulty level: moderate
• Time needed: about 2 hours
• Elevation gain: 55 ft
• When to go: The best time to go is from May until November
• Dog friendly: Yes but dogs must be kept on a leash
• Highlights: Enjoy lake and island views on this famousy muddy trail

If you’re looking to feel as far removed from the city as possible, the Skokie Lagoons Inner Trail is the hike for you. This is one of the trails near Chicago that is more moderate due to the unpaved and overgrown nature of the path.

Not only are many parts muddy and uneven, but beginners and less experienced hikers may have trouble navigating the poorly marked trails. The benefit of the natural terrain is that the trail provides a great sense of solitude and stunning views of the vast lagoon waterway system.

Where to start the Skokie Lagoons Inner Trail:

The trailhead can be found on Forestway Drive inside the Forest Preserve. It is located next to the Forest Way Grove Picnic Shelter.

I really enjoyed the great mix of water views and a woodsy feel.

This is an awesome trail but you will have to watch where you step as it can be uneven, overgrown, and muddy.

If you love to rough it and don’t mind a bit of a challenge, one of the more adventurous hiking trails near Chicago. 

Deer Grove Yellow Loop Trail

• Location:  Deer Grove Forest Preserve
• Travel distance from Chicago:  about 34 miles, or a 40-minute drive
• Distance : 5.4 miles
• Difficulty level:  Moderate
• Time needed:  +/- 3 hours
• Elevation gain:  298 feet
• Route type:  Loop
• When to go:  Accessible year-round
• Highlights:  Unpaved, hilly terrain making for an adventurous and challenging hike

Meander through the Yellow Loop’s diverse terrain past wetlands, lush woodlands, vibrant wildflowers, and even savanna.

While the Deer Grove Forest Preserve offers numerous trails, this elevated and varied landscape is unique in its beauty and serves as a prime location for birdwatching and spotting wildlife.

For more information on the Deer Grove Yellow Loop Trail, make sure to check out our previous post with everything you need to know about this hike.

Sag Valley Yellow Trail Loop

• Location:   Palos Park, Illinois
• Travel distance from Chicago: This 25-mile drive usually takes just over 30 minutes by car
• Distance : 8.1 miles
• Time needed:  3 hours
• Elevation gain:  410 feet
• When to go:  The trail is accessible year-round. It is open for hiking, biking, and equestrian use. Cross-country skiing is possible in winter.
• Dog-friendly:  Dogs are permitted but must be kept on a leash
• Highlights:  Features woodlands and the opportunity to climb the 100-foot-high bluff at the Swallof Cliff stairs (the stairs are not part of the trail). If there is snow, you can sled down the hill.

If you’re planning on hiking in Illinois near Chicago, Sag Valley Yellow Trail Loop is one of the most remote trails you can choose.

From ravines and bluffs to untouched meadows and an encompassing canopy of forestry, this trail is a stunning oasis. At eight miles, the hike may be a strenuous hike for those that are less experienced.

For more information on this hike, check out our post on Sag Valley Yellow Trail Loop .

Best day hikes near Chicago

If you’re looking for a simple day hike, these are some of the best places to hike near Chicago.

Busse Woods Loop Trail

• Location:  Ned Brown Forest Preserve
• Travel distance from Chicago: This 24-mile drive usually takes about 35-45 minutes.  
• Distance : 7.2 miles
• Difficulty level:  Easy
• Time needed:  2.5 hours
• Elevation gain:  62 feet
• When to go:  This trail is open and accessible throughout the year
• Dog-friendly:  Dogs are welcome but must be kept on a leash
• Highlights:  The gentle long trail includes beautiful sights as well as the possibility of seeing elk as you walk!

Busse Woods Loop Trail may be long (7 miles!) but it is truly one of the best hiking trails near Chicago for the whole family. The trail hugs the shore of the Busse reservoir and is known for elk sightings and community-oriented activities.

The trail is smooth, flat, and paved which is perfect for wheelchairs and strollers.

Not to mention, if you don’t want to do the whole 7-mile hike, no problem! There are several parking lots from where you can do a part of the trail as an out and back. 

You can also stop to rent a canoe, set up a picnic, or let the kids run and explore.

Best waterfall hikes near Chicago

Starved rock state park.

• Travel distance from Chicago: About 93 miles away and a 1.5-hour drive

Starved Rock State Park is one of the most visited and well-known parks in the state of Illinois. The park is widely known for its towering limestone bluffs, wildlife viewing, and numerous waterfalls.

If you’re interested in the history, animals, and practical information regarding the park, we’ve got an extensive guide that you can find here .

As for waterfalls and hiking, many would argue that Starved Rock offers the best hikes near Chicago, and likely in the entire state. There are 14 waterfalls and 13 miles of scenic trails.

In our guide, we describe 8 beautiful waterfalls you can find in the park and  12 different hikes to uncover them.

Matthiessen State Park

• Travel distance from Chicago: 96 miles – a 1.5-hour drive

Another Illinois waterfall site is at Matthiessen State Park, another one of the best parks in the state .

Because it is located so close to Starved Rock, the landscapes are strikingly similar, but Matthiessen is smaller and generally less heavily trafficked.

As for trails, there are just five miles of trail system but you’ll find gorgeous waterfalls like Cascade Falls , a 45-foot waterfall located in the main canyon where a huge natural amphitheater has been carved out.

The park is also home to Giant’s Bathtub Falls which is slightly smaller but is still a highlight of the Dells Canyon and Bluff Trail that leads to it.

Here is a list of more fun state parks in northern Illinois. 

Waterfall Glen Trail

• Location:  Waterfall Glen Forest Preserve
• Travel distance from Chicago: 23 miles – a 25 minute drive
• Distance:  9.5 miles
• Difficulty level:  Moderate
• Time needed:  4 hours
• Elevation gain:  400 feet
• When to go:  This trail is open and accessible throughout most of the year but is closed throughout some of the winter months
• Dog-friendly:  Dogs are welcome but must be kept on a leash
• Highlights:  The man-made waterfall made in the 1930s

If you want to go hiking around Chicago to see waterfall views but don’t want to travel far to do it, this is the best option.

The Waterfall Glen Trail  is quite long at 9 miles but is of moderate ability and very easy to follow.

Best hiking near Chicago with swimming

Illinois beach state park.

• Travel distance from Chicago: About 48 miles which will take about an hour and ten minutes by car.

Illinois Beach State Park is a stunning place to enjoy forests of oak trees, expansive dunes, and sprawling marshes.

Its 6.5 miles of Lake Michigan Beach were created by massive glacial forces that are now the only remaining beach ridge shoreline left in the state.

There are numerous hikes within the park like the Dune Trail Loop, an easy 1.8-mile trek with beautiful surroundings like the lake, dunes, and sandhill cranes.

The Illinois Beach Marsh Trail is another option featuring the lake that is easy enough for all skill levels but offers a bit more distance at 3.1 miles.

Here is an overview of more wonderful Illinois beaches.

Apple Canyon River State Park

• Travel distance from Chicago: 145 miles – about 2.5 hour drive away

Apple Canyon used to be a small park at 297 acres but has grown to 1,907 acres since it was bought by the State of Illinois. 

It is still relatively small compared to other parks but what it lacks in size it more than makes up for in amenities.

It offers five different hiking trails: Pine Ridge, Tower Rock, River Route, Sunset, and Primrose Trail.

But you can also swim in the man-made lake, or enjoy the activity center with a golf course, pool, beach area, and an archery range.

If you’d like to learn about the Apple Canyon Lake Waterfall or find more info on the park, we’ve got the post for you!

Rock Cut State Park

• Travel distance from Chicago: 85 miles – a 1 hour and 50-minute drive

Rock Cut State Park has over 3,092 acres of protected land and 40 miles of hiking trails.

There are lots of different hikes to choose from but one of the most famous is the Pierce Lake Trail. It is a 3.6-mile hike around the lake that is known for being tricky to navigate.

If you are looking for more State Parks in Illinois, click here. 

Kettle Moraine State Forest (Northern & Southern Unit)

• Travel distance from Chicago to the Southern Unit: 107 miles one way which will take around 2 hours
• Travel distance from Chicago to the Northern Unit: 140 miles one way which will take around 2 hours and 15 minutes
• Note that the two units are in completely different areas of the state and more than 65 miles apart.

Kettle Moraine Southern Unit is located in Wisconsin and is a fantastic park for those looking for more moderate hikes. There are over 100 miles of trails for hiking, biking, running, and more within the 22,000-acre park.

There are two beaches for swimming: Ottawa Lake and Whitewater Lake. Not only can you swim, but there are grills and picnic areas, and there are even designated sections at both lakes for your dogs to splash in the water as well.

The northern section is at 30,000 acres somewhat smaller but it also has two lakes, Mauthe Lake and Long Lake, that are good for swimming and numerous recreational activities.

An easy trail along the northern sections beaches and recreational areas is the Butler Lake Trail. This 3-mile hike takes you through scenic areas of the park but is also easy enough for the whole family.

Devil’s Lake State Park

• Travel distance from Chicago: 191 miles one way which will take around 3 hours

This is another excellent state park that you can head to for a fun combination of hiking, swimming, and other recreational activities.

In the park, you find 2 large sandy beaches, both with a bathhouse, picnic tables, and children’s playgrounds. 

In the next section, we will cover the park and its trails in more depth.  

Best difficult hikes near Chicago

Kettle moraine state forest (southern unit).

• Travel distance from Chicago: 107 miles one way which will take around 2 hours

The Southern unit of Wisconsin’s Kettle Moraine State Forest, previously mentioned in the last section, is the perfect place for hikers looking for more moderate hikes.

The thousand-mile ice age trail traverses this park.  It takes hikers along some stunning remnants of the ice age including moraines, drumlins, and kettles.  Two out-and-back trails cover parts of this multi-day hike. 

You have the Blue Spring Lake Segment. This lengthy trek is a whopping 14.6 miles out and back. Along the way, you’ll hike through rugged glacial terrain, steep elevation, and fantastic nature scenes. 

There is also the Scuppernong segment that is somewhat shorter at 6.7 miles out and back.  Many find the forests, natural springs, and panoramic views of the hilly pathway to be beautiful, quiet, and secluded.

Those that only want to do a part of the Blue Spring lake Segment can hike the so-called Bald Bluff Trail.  This trail is shorter but still showcases several glacial remains and scenic overlooks.

Indiana Dunes National Park

• Travel distance from Chicago: 36 miles or about 44 minutes by car

Rated #37 of all US National Parks, Indiana Dunes National Park has more than 15,000 acres of terrain and more than 50 miles of hiking trails.

The park is in Indiana, but close to Chicago, and is like the windy city located on the shore of Great Lake Michigan. It stretches for 15 miles along the coast of the lake.

Indiana Dunes has a huge variety of terrains –beaches, sand dunes, wetlands, bogs, ancient forests, as well as 14 different trail systems winding through them.

Hiking on Little Calumet River and Mnoke Prairie Trail is one of the more moderate hikes within the park.

The loop is rich in natural diversity and local history as it was once a critical transport route for regional travelers.

Even though the area was worn down by travelers and settlers, today the Mnoke Prairie has been restored to its pre-settlement grasslands. Along the way make sure to explore the historic national landmark, the Bailly Homestead as well as the Chellberg Farm.

The West Beach 3 Loop Trail is not the most difficult trail you’ll find near Chicago but it may be amongst the most sandy. However, when you do make it through the 3.5 miles of hilly beach to the top of Dune Succession Trail stairs, the trek will be worth it for the views.

Not to mention you can relax at the beach when you’re done!

It is abundantly clear you’ve left the “prairie state” when you reach the rolling hills of Devil’s Lake State Park in Wisconsin.

This 10,000-acre park is for the adventurous at heart, featuring 500-foot quartzite bluffs, hiking, rock climbing, swimming, fishing, and even scuba diving.

There are 14 total trails within the park featuring the most difficult hikes near Chicago you’ll find.

Balanced Rock is one such trail, where hikers must make a rocky ascent up a steep and narrow natural stone staircase to reach the scenic views of Balanced Rock. The loosely marked path is known to be strenuous, slippery, and uneven, especially on windy days.

Another challenging trail is the Devil’s Doorway Loop. While the above trail may be more difficult than the Devil’s Doorway Loop both offer equally stunning views.  In addition, this trail also rewards its hikers with the Devil’s Doorway rock formation.

Another short but hard trail is the CCC trail, so-called because it was created by the Civilian Conservation Corps.  You will pass by impressive red stone cliffs and if you’re lucky you may see some rock climbers in action.

There are other challenging hikes within the park, including Ice Age National Scenic Trail: Devil’s Lake Segment which is a 14.7-mile journey, however, all of these trails are not recommended in winter unless you are an experienced hiker because the trails are not maintained.

Devil’s Lake State Park is not free.  There is a $16 entrance fee for non-residents that goes toward protecting and maintaining the natural beauty and historical treasures found throughout the park. Residents pay less and National Park Passes are accepted as well)

Best winter hikes near Chicago

Morton arboretum.

• Travel distance from Chicago: 26 miles—about 30 minutes

The Morton Arboretum is gorgeous year-round, but in winter the 1,700-acre preserve transforms into a magical winter wonderland.

Since 1922, the Arboretum has been protecting over 4,000 species through meticulous conservation while remaining open 365 days a year.

While a vast majority of Chicago and greater Illinois trails aren’t cleared during the winter months, the Arboretum offers some of the most well-maintained cold weather trails in the state.

Not all trails are cleared, and no salt is being used in order to protect the trees, but the two main loops that are found in the park are being plowed.

This is ideal for winter hikes and it also attracts athletes, cyclers, and runners who want to continue exercising in the winter.

You’ll find the Arboretum is easily divided into two distinct sections: the east and the west side.

To the east, you’ll find a four-mile trail that loops through dense forest of snow-covered oak, pine, and maple trees, as well as a few imported from China and Japan.

To the west, you’ll find a smaller, 3-mile loop that makes its way past ponds, a lake, and the east ridge of the DuPage River. Here you’ll also find groves of 80-foot spruce trees and evergreens that tower over birch, hemlock, and willow trees. 

There are also an additional 16 miles of hiking trails that are not fully cleared in the winter but which provide ideal conditions for snowshoeing and cross-country skiing.

Starved Rock

Enjoy the serenity of Illinois’ famed Starved Rock State Park without the hordes of summer crowds.

The park’s 13 miles of hiking trails transform into a snow-covered scene of frozen waterfalls, bald eagles, and sandstone bluffs layered with white blankets of snow. 

If you love seeing bald eagles check out this post in which we share an overview of the best places to see bald eagles in Illinois.

While the trails remain open in winter, not all the paths are cleared.

Snowshoeing is a fun way to navigate uncleared paths, and it also gives you the opportunity to venture off-trail and explore areas of the park you may not explore during the summer months.

Castle Rock State Park

Along Rock River is one of the most diverse landscapes you’ll find in Illinois.

Castle rock has over six miles of hiking trails past sandstone cliffs, deep ravines, and the park’s unique rock formations.

In the winter, these snow-covered trails are especially beautiful and easily accessible on foot or by snowshoes or cross-country skis.

For more information about the park, have a look at this article about Castle Rock State Park .

Waterfall Glen Forest Preserve

Another previously mentioned option for winter hiking is the Waterfall Glen Forest Preserve and its many trails.

Best dog-friendly hikes near Chicago

For dog-friendly hiking near Chicago, Illinois, these are the best trails.

Pierce Lake Trail

• Location:  Rock Cut State Park in Loves Park Illinois
• Distance : 3.6 miles
• Time needed:  2 hours
• Elevation gain:  72 feet
• Route type:  loop
• Dog-friendly:  Yes, but dogs must be kept on a leash
• Highlights:  Enjoy lakeside views and a heavily forested trail

Of the 40 miles of hiking trails found at Rock Cut State Park , Pierce Lake Trail is among the most dog-friendly you’ll find.

The heavily forested terrain is the perfect amount of shade to protect your furry family member from the hot sun, while Pierce Lake offers a place to cool down in the water.

The 3.6-mile trail is unpaved and is sometimes a little tricky to follow. 

Thanks to the lake it is however really hard to get lost.

Buffalo Viewing Trail

• Location:  Midewin National Tallgrass Prairie
• Time needed:  1 hour and 30 minutes to 2 hours
• Elevation gain:  53feet
• When to go:  This trail is open and accessible throughout the year, it can be icy in winter. If you are looking for a list of more fun things to do in  Illinois in winter, click here.
• Highlights:  The opportunity to see buffalo along with some military remains

Buffalo Viewing Trail offers the perfect opportunity for dog-friendly hiking near Chicago. The flat, wide-open prairies may be home to the occasional roaming buffalo, but they also offer the opportunity to have a space to play with your dog along the hike.

For hikers with protective dogs, Buffalo Viewing Trail’s low-traffic and somewhat secluded trail offers you a chance to enjoy the outdoors without the added stress of too many unfamiliar people and their pets.

If you take away anything from this guide, it’s that hiking Chicago doesn’t have to be a one-size-fits-all experience.

From urban trails in close proximity to unique terrains of varying difficulty, there is a trail to suit every hiker of every ability.

Read the web story that accompanies this post.

Stunning Trails For Hiking Near Chicago This Spring

As fall sets in, escape from the city for a day getaway by exploring nature and hiking at one of the esteemed parks near Chicago.

While we all crave a spa day occasionally, nothing is as relaxing as exploring and hiking near Chicago, but there is no one-size-fits-all spot. Some people gravitate more toward a strenuous path surrounded by waterfalls, while others enjoy a quick trip with birdwatching in between.

Every season offers new and different ways to enjoy nature, with spring splashing with the newly melted snow, summer peaking with an abundance of colors, fall trees bursting with warm red and golden hues, and winter bringing a clean slate of snow to remind us the year as come to a close. No matter the time of year, if you’re going to take a road trip from Chicago , these are the best spots to head to for hiking near Chicago .

1. LaBagh Woods

Situated at the southern start of the famous North Branch Trail, LaBagh Woods is known for its thriving and diverse natural areas, including wooded landscapes, wetlands, savannas, and sedge meadows. It’s a perfect place for hiking near Chicago, and if you need a rest afterward, the site also offers picnic groves and large open fields.

📍Location: Lincolnwood, Illinois

🚗 Distance from Chicago : 11 miles

🏕 Hike Distance: 5.7 miles

2. Devil’s Lake State Park

Devil’s Lake State Park offers majestic views from 500-foot bluffs overlooking a 360-acre lake . Along the Ice Age Natural Scenic Trail, visitors have nearly 30 miles of hiking trails to take advantage of. After getting in a workout, you can head to the lakeshore picnic areas and swimming beaches for a laid-back evening.

📍Location: Sauk County, Wisconsin

🚗 Distance from Chicago : 192 miles

🏕 Hike Distance: 29 miles

3. Matthiessen State Park

Visitors will be delighted by the canyons, streams, prairies , and forests at Matthiessen State Park. Located in LaSalle County, Matthiessen is a paradise for recreational enthusiasts. One of our favorite spots for hiking near Chicago, you’ll find beautiful rock formations in addition to unusual and abundant vegetation and wildlife.

📍Location: LaSalle County, Illinois

🚗 Distance from Chicago : 84 miles

🏕 Hike Distance: 13 miles

4. Waterfall Glen Forest Preserve

For those who love chasing frothy waterfalls near Chicago , Waterfall Glen is the quintessential place to scout them. Hikers, bicyclists, horseback riders, and cross-country skiers alike can enjoy Waterfall Glen’s scenic areas of limestone and turf-covered routes spanning almost 11 miles.

📍Location: Daren, Illinois

🚗 Distance from Chicago : 23.3 miles

🏕 Hike Distance: 9.7 miles

5. Indiana Dunes National Park

Chesterton, Indiana, is ranked on our list of small charming towns near Chicago you must visit at least once . The town hosts Indiana Dunes National Park, which boasts various trails if you’re in the mood for a strenuous hike or leisurely bike ride, all flooding from the beautiful beaches of Lake Michigan nearby.

📍Location: Chesterton, Indiana

🚗 Distance from Chicago : 46 miles

🏕 Hike Distance: 3.4 miles

6. Kankakee River State Park

The park’s trail system stretches for miles along both sides of the Kankakee River. Hiking, biking, and cross-country ski trails are on the river’s north side, while horse and snowmobile trails are on the south. A 3-mile route along Rock Creek lets hikers enjoy the beauty of limestone canyons and a luscious streaming waterfall.

📍Location: Bourbonnais, Illinois

🚗 Distance from Chicago : 60 miles

🏕 Hike Distance: 3 miles

7. Big Foot Beach State Park

Located on the shores of Lake Geneva, Big Foot Beach State Park offers five miles of hiking trails, a family campground, a swimming beach , and picnic and playground areas. During the crisp, cool winter, people passionate about snowshoeing and cross-country skiing can head there for the popular winter activities.

📍Location: Lake Geneva, Wisconsin

🚗 Distance from Chicago : 83.7 miles

🏕 Hike Distance: 5 miles

8. Starved Rock State Park

Starved Rock State Park is a little journey outside of Chicago, but still just a one-tank trip under 100 miles away. Added to the National Register of Historic Places in 1998 , Starved Rock is an incredible spectacle offering over 13 miles of hiking trails, numerous cascading waterfalls, and 18 different canyons.

Exploring the magnificent bluffs and canyons is the park’s primary attraction; however, there is an abundance of well-marked trails throughout.

📍Location: Oglesby, Illinois

🚗 Distance from Chicago :93 miles

9. Fort Sheridan

Fort Sheridan has three main paved trails: the Hutchinson Trail, Lake Overlook Trail, and Parade Grounds Trail. Hutchinson Trail is a 1-mile trail from Sheridan Road along Hutchinson Ravine to Lake Michigan. The .2-mile Lake Overlook Trail runs from the Gilgare Lane parking lot along the top of the bluff to the pond and lake overlook. The .75-mile Parade Grounds Trail runs from the Gilgare Lane parking lot to the Parade Grounds.

There’s also an extra trail for birdwatching; the 1.7-mile Birding Trial Loop brings visitors over Janes Ravines, past the Army cemetery, and through woodlands and savanna for leisurely sightseeing.

📍Location: Lake Forest, Illinois

🚗 Distance from Chicago : 25 miles

🏕 Hike Distance: 3.65 miles

10. Chicago Outerbelt

While all the places we mentioned for hiking near Chicago are miles away, Chicago Outerbelt is right around the corner, and one of the things you have to do in Chicago at least once . The trail connects some of Chicago’s most notable nature surroundings, extending from Downtown’s Buckingham Fountain to the south suburbs, the Des Plaines River Trail , Lake County, and the Chicago lakefront.

📍Location: Greater Metropolitan Chicago

🚗 Distance from Chicago : Varies

🏕 Hike Distance: 210 miles

11. Witches Gulch

Hiking near Chicago? Before heading to this trail, you should know the Witches Gulch is only accessible by the Upper Dells boat tour. The sandstone in this area formed millions of years ago, and at a certain point, you can reach out and touch the narrow canyon on the hike. The walk itself is a 2-mile loop through a hardwood forest.

📍Location: Wisconsin Dells

🚗 Distance from Chicago : 200 miles

🏕 Hike Distance: 2 miles

12. Midewin National Tallgrass Prairie

Established in 1996, the Midewin National Tallgrass Prairie is the first national tallgrass prairie in the country. If you’re looking to hike near Chicago, there are over 20,000 acres of farm and industrial land, making it a striking landscape and the complex ecology of the prairie.

📍Location: Will County, Illinois

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Best Hiking Trails Near Chicago: Hikes Near Me

Are you looking for a way to get some exercise, enjoy nature, and escape the hustle and bustle of city life? Look no further than the hiking trails near Chicago. Whether you’re a seasoned hiker or just starting out, there’s something for everyone in the great outdoors. Here are some of the best hiking trails near Chicago to explore.

Click here for more National Park or National Forest hikes! You can also view some of our most popular Gear Recommendations here!

Waterfall Glen Forest Preserve

Located in DuPage County, Waterfall Glen Forest Preserve is a 2,500-acre preserve that features hiking, biking, and horseback riding trails. A 9.5-mile loop trail provides a scenic view of the preserve’s waterfalls, oak woodlands, and prairies.

• Southwest Suburbs
• 30 minutes from downtown Chicago, IL

Deer Grove Forest Preserve

Deer Grove Forest Preserve in Cook County is a 1,800-acre preserve with 10 miles of hiking trails. The preserve features a mix of wooded areas, wetlands, and prairies, providing a diverse ecosystem to explore.

• Northwest Suburbs
• 45 minutes from downtown Chicago, IL

Starved Rock State Park

Located 90 miles southwest of Chicago, Starved Rock State Park is a must-visit for any hiker. The park features 13 miles of trails that wind through canyons and bluffs, offering breathtaking views of the Illinois River.

• Central Illinios
• 1.5 hours from downtown Chicago, IL

Indiana Dunes National Park

Just over the border in Indiana, Indiana Dunes National Park offers 15 miles of hiking trails along Lake Michigan. The park’s diverse landscape includes dunes, wetlands, and forests, providing a unique hiking experience.

• Northwest Indiana
• 1 hour from downtown Chicago, IL

Matthiessen State Park

Matthiessen State Park is located in LaSalle County and features five miles of hiking trails that wind through canyons, waterfalls, and forests. The park’s unique geology provides a one-of-a-kind hiking experience.

• Central Illinois

Kankakee River State Park

Kankakee River State Park is located in Will County and offers 11 miles of hiking trails along the Kankakee River. The park’s diverse landscape includes forests, wetlands, and sandstone bluffs.

• Eastern Illinios

Moraine Hills State Park

Moraine Hills State Park in McHenry County features over 10 miles of hiking trails through prairies, woodlands, and wetlands. The park’s main trail offers a scenic view of Lake Defiance, and there are also trails that lead to the Fox River.

• Northeast Illinois

Greene Valley Forest Preserve

Greene Valley Forest Preserve in DuPage County offers over 12 miles of hiking trails through woodlands, prairies, and wetlands. The preserve also features a lake for fishing and boating, as well as picnic areas and a dog park.

• Western Suburbs
• 35 minutes from downtown Chicago, IL

There’s no shortage of great hiking trails near Chicago. From state parks to forest preserves, there are options for hikers of all skill levels and interests. By preparing properly and respecting nature, you can enjoy the many benefits of hiking while exploring the beauty of the great outdoors.

Overall, hiking near Chicago offers a great opportunity to explore the natural beauty of the area and enjoy the many benefits of spending time outdoors. By taking the time to plan and prepare properly, hikers can enjoy a safe and rewarding experience on the many trails near the city.

• It depends on the time of year and the specific trail. Popular trails may be more crowded, but there are plenty of options for less crowded hikes.
• Spring and fall are generally the best times for hiking, as the weather is mild and the foliage is beautiful. Summer can be hot and humid, while winter can be snowy and icy.
• Many trails allow dogs, but it’s important to check the specific trail’s regulations before bringing your furry
• Yes, there are several organizations that offer guided hikes near Chicago, including the Forest Preserve District of Cook County and the Sierra Club.
• It’s important to bring plenty of water, snacks, and appropriate clothing and footwear for the weather and trail conditions. A map or GPS device can also be helpful for navigating the trail.
• Some parks and preserves may have a small entrance fee or parking fee. It’s important to check the specific park or preserve website for information on fees and regulations.

Featured Image: Chicago (Explored), Photo by R Boed

Don’t forget to stock up on the essentials before you plan your next hiking or camping trip! We have recommendations on: TENTS HIKING BOOTS AND MORE!

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• United States

Chicago, Illinois

Looking for the best hiking in Chicago? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Chicago. The detailed guides, photos, and reviews are all submitted by the Outbound community.

Top Hiking Spots in and near Chicago

Salt Creek Greenway Trail

Millennium Park Trail

Run the Fullersburg Woods Loop

Cemetery Hill

Black Oak Trail

Hike the Cap Sauers and Swallow Cliff Loop

Saganashkee Slough

Hike the Morton Arboretum's Main Trail Loops

Bike the Skokie Lagoons North Loop

Herrick Lake Trail

Hike the Prairie Wolf Slough Loop

Hike the Joliet Iron Works Historic Site Trails Loop

Hike the Dune Succession Trail, Indiana Dunes National Lakeshore

Hike the Cowles Bog Trail, Indiana Dunes National Lakeshore

Buffalo Viewing Trail

Indiana Dunes Trail 8 And 7 Loop

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Forget the tent or hotel room. These destinations offer abundant natural beauty, from canyons and waterfalls to prairies and dunes, within three hours of the city.

Chasing Waterfalls Amid Sandstone Canyons

Starved rock state park north-central illinois.

Drive time 1 hour 45 minutes

Summer may be peak season at this crown jewel of Illinois parks, but its legendary canyons, bluffs, and trails are arguably at their most appealing between March and May, when snowmelt and spring rains feed Starved Rock’s stunning waterfalls. Follow the trails marked in green to the falls at French, Wildcat, LaSalle, Ottawa, Kaskaskia, Illinois, Aurora, and St. Louis Canyons. The sandstone formations, carved millennia ago by glacial forces, make for eye-popping scenery in their own right — and are best admired from the trail, because climbing the notoriously crumbly rock is ill advised. Or tackle the Starved Rock and Sandstone Point Overlook Trail, a four-mile loop, rated moderate in difficulty, that offers a commanding view of the Illinois River. The park’s name comes from the death by starvation of a band of Illiniwek seeking refuge on a butte here during a battle over the death of Ottawa chief Pontiac in the 1760s — a solemn reminder of whose land you’re hiking through and the privilege of communing with it. Look for Bald eagles. The Plum Island Eagle Sanctuary, which occupies a 45-acre island in the Illinois River opposite the park’s visitor center, is a wintering area for the birds. In spring and summer, you’ll have a chance of seeing a mating pair that are permanent residents. While there Reward your exertions with a pint at the Lone Buffalo, a taproom in nearby Ottawa operated by Tangled Roots Brewing Company .

Communing With Illinois’s Original Landscape

Midewin national tallgrass prairie northeastern illinois.

Drive time About an hour

Bison, the prairie’s once-abundant original inhabitants, were reintroduced in 2015 as part of a conservation initiative at this 18,500-acre preserve, which occupies the site of a former ammunition plant and is the first federal tallgrass prairie in the country. You can’t walk among the bison — currently the herd numbers around 50 — since they roam in pastures fenced off from the park’s 33 miles of trails, but sightings are common. Years of painstaking restoration of the area’s tallgrass habitat has resulted in an unparalleled variety of birdlife. Keep your eyes out for sandhill cranes, black-necked stilts, dickcissels, Henslow’s sparrows, and the rare black-billed cuckoo. Created in 1996 and considered one of the most significant conservation triumphs of the 20th century, Midewin offers a chance to experience the natural prairie that covered much of the Midwest but is now all but obliterated. Look for A prehistoric glacial erratic. Follow the Henslow Trail to where it crosses Route 53 to see this 19-ton boulder that was pushed south by an ice sheet, possibly from as far as present-day Wisconsin. While there The nearby village of Elwood boasts a rare attraction: a paved section of the original Route 66 — America’s Mother Road — that you can actually drive on. (It’s on what’s now Douglas Street.)

Breathtaking Views of America’s Mightiest River

Mississippi palisades state park northwestern illinois.

Drive time Just under 3 hours

The riverbank bluffs, or palisades, that are the centerpiece of these 2,500 acres make for exhilarating hiking and gorgeous panoramas. Fifteen miles of relatively short, interconnected trails ascend the bluffs and plummet into cool, fern-filled ravines, offering views of erosion-carved limestone formations with names like Indian Head and Twin Sisters. But you don’t have to scramble to earn your views: Several paved paths lead to platformed overlooks that take in the confluence of the Mighty Miss and the Apple River. Have an old-fashioned picnic in one of the shelters built in the 1930s by the Civilian Conservation Corps. In spring and summer, look for the colorful splendor of brightly blooming lobelias and bluebells. Look for Woodland mammals. Weasels, muskrats, and badgers make their home here. While there The historic downtown of nearby Mount Carroll has rightly earned a spot on the National Register of Historic Places. It features brick-paved streets and remarkably well-preserved 19th-century Victorian houses.

A Birding Bonanza Less Than an Hour From Downtown

Palos preserves southwestern cook county.

Drive time 45 minutes

This 12,000-acre complex of trails and protected lands — constituting the largest forest preserve system in Cook County — is about as remote-feeling as you can get without leaving the metro area. The Yellow Trail is an eight-mile gravel loop that offers a decidedly away-from-it-all vibe and traverses the Cap Sauers Holding Nature Preserve, the largest roadless area in the county. Bring binoculars: Bald eagle sightings are common, and the preserve hosts an exceptional variety of less glorified birds, including summer tanagers, eastern phoebes, pileated woodpeckers, and Louisiana waterthrushes. Seeking a workout? Enter the Swallow Cliff Woods off Calumet Sag Road and sprint up the limestone stairs leading to the top of a 100-foot bluff. Worried about getting lost in all that wide-open space? Relax: Virtually all Cook County Forest Preserve trail maps are accessible on your phone. Look for Baby wood ducks falling from the sky. The waterfowl nest in tree cavities, says Cook County Forest Preserves ecologist Kristin Pink, and the babies will occasionally plummet out and scamper toward water. While there Make the day an action double-header by also hitting the Forge: Lemont Quarries, a new adventure park eight miles away featuring aerial rope courses, laser tag, and more.

Cliffs, Bluffs, and Dells Without the Crowds

Matthiessen state park north-central illinois.

Drive time 2 hours

This 4,500-acre expanse of woods, canyons, glens, and creeks possesses virtually all the natural beauty of Starved Rock — the bigger and better-known state park just a few miles to its north — minus the throngs of nature-deprived city folk. Situated along the Vermilion River near its junction with the Illinois, Matthiessen has a less extensive trail system than Starved Rock’s (just five miles of groomed paths), but those trails traverse remarkably variegated terrain and can take you deep into the park’s signature wooded valleys, or dells. Watch for white-tailed deer along the trails, some of which cross the rushing creeks that empty into the Vermilion and sluice over the dells’ terraced rocks in sprightly cascades. Sorry, no swimming, no matter what you’ve seen on TikTok. Look for Winsome yellow lady’s slipper orchids (a.k.a. moccasin flowers). They flourish in the nature area bordering the dells. While there What’s better than a blood orange margarita after a vigorous hike? One accompanied by some light shopping for handcrafted jewelry, teas, scarves, and soaps. The Ottawa wine bar Cat’s Eye and its gift boutique, A Mess of Things, offer both.

From Forest to Beach in a Few Bounding Steps

Indiana dunes national park northwestern indiana.

Encompassing rivers, woodlands, prairies, wetlands, and, of course, the eponymous hills of sand, Indiana Dunes National Park is one of the most ecologically diverse preserves in the nation. With 14 trail systems totaling more than 50 miles, the park is as welcoming to visitors seeking a little birdwatching as it is to those intent on an all-day trek. “You’ve got incredible natural features that aren’t found anywhere other than the south end of Lake Michigan, including oak forests that grow right out of the sand,” says hiking advocate Jay Readey. A great introduction is the 4.7-mile Cowles Bog Trail, which takes in oak savanna, ponds, marshes, swamps, and beaches, as is the justifiably popular Dunes Succession Trail, which rewards hikers who scramble to the top of the dunes with gorgeous lake views sheltered by fragrant jack pines. Look for The distant Chicago skyline. Seen from the tranquil heights of the dunes, it’s one of the most memorable views of the city you’ll ever have. While there Grab a burger at Industrial Revolution Eatery & Grille in Valparaiso, 20 minutes due south, and make a night of it by catching a movie at the 49er Drive-in Theatre, open April through October.

An Unsung Woodland Gem

Seven bridges in grant park southeastern wisconsin.

Drive time 1 hour 30 minutes

An invitation by Romantic poet William Cullen Bryant beckons at the entrance of this easily overlooked county park south of Milwaukee: “Enter this wild wood and view the haunts of nature.” Inscribed on a covered wooden bridge, the words offer a fitting welcome to this beguiling expanse of deeply shaded ravines and stone paths that abuts an intimate Lake Michigan swimming beach. Flanked by trout lilies and trilliums, the trail weaves through birch, maple, and white ash trees and leads to steep stone staircases, nooks with benches for resting, and those seven footbridges — creating an enchanted-forest vibe that kids will dig. Keen observers crossing another of the bridges will notice a second Bryant verse, one that captures the appeal of the place: “May the God-given peace of this leafy solitude rest upon and abide with thee.” Look for The distinctive limestone pavers on the trail. Those and the ones forming the retaining walls came from the nearby Lannon stone quarry, which produces a pretty dolomite used to clad countless buildings in the area since the 1850s. While there In Milwaukee, just 10 minutes north, pick up a dry-brined rotisserie chicken from the beloved bistro Goodkind or sip a cortado on the patio of Colectivo Coffee.

A Journey Into the Ice Age

Kettle moraine state forest, southern unit southern wisconsin.

Drive time About 2 hours

When the ice sheet that covered much of North America retreated some 12,000 years ago, it left a distinctive landscape of hills, kettles (surface depressions), ridges, and lakes across a great swath of what is now Wisconsin. Those natural features take pride of place on any stretch of this 23,000-acre forest’s 100-plus miles of trails. A good option for glacially minded first-time visitors is hiking the segment of the 1,000-mile Ice Age National Scenic Trail that cuts through a particularly gorgeous stretch of the park. You’ll see ancient sedimentary formations such as kames (gravel or sand mounds) and eskers (long, winding ridges) and, if you’re observant, plenty of flora and fauna too: The park is home to red foxes, turkeys, and coyotes and an abundance of wildflowers, including forked aster, yellow gentian, and eastern prairie fringed orchid. Families and dog owners can tackle any of the loops in the Nordic Trail system, which extends across gently rolling terrain traversing pine and hardwood forest and open plains. Look for The ruins of an old resort. Complete with a still-active artesian spring and trout pond, it rises alongside the half-mile loop trail Paradise Springs. While there Venture to the nearby mill town of Whitewater for a farm-to-table meal at the Black Sheep, which sources from nearly a dozen local farms and fisheries.

A Riverside Ramble

Kankakee river state park northeastern illinois.

A mostly flat, woods-shaded trail forms the backbone of this 4,000-acre park hugging both banks of the river. Hardcore hikers might call the 10.5-mile paved and gravel route more of a walk than a hike, but for parents with stroller-age kids, it’s a chance to plunge into a distinctive natural habitat without having to put the kid in a carrier. A three-mile spur along Rock Creek, a tributary, leads to limestone canyons and a waterfall. That creek is rated as one of the cleanest streams in Illinois, and the naturally channeled Kankakee was recently ranked No. 1 for water quality in the state by the Illinois River Watch Network. All the more reason to bring your fishing gear: Smallmouth bass, channel catfish, northern pike, and walleye abound. Look for The grave of Potawatomi chief Shaw-waw-nas-see. The trail running alongside Rock Creek leads to a boulder that marks it. While there Scuba diving in Illinois? You bet. Nearby Haigh Quarry is a spring-fed, limestone-lined lake that’s been turned into a diving refuge.

Hidden Lakes and Pristine Dunes

Grand mere state park southwestern michigan.

This 985-acre jewel hugging Lake Michigan’s eastern shore harbors a tranquil dunes habitat and three ancient inland glacial lakes called, prosaically, North, Middle, and South. A handicapped-accessible paved trail departs from the picnic shelter; a half mile in, the pavement gives way to a sandy footpath that forks right toward a mile-long beach backed by dunes, and left toward South Lake, which is nestled in an undeveloped natural preserve that’s home to waterfowl and songbirds. Beach-bound hikers can summit Baldtop, a 760-foot dune, before sprinting (or tumbling) toward the crystal waters of Lake Michigan. The National Park Service has named Grand Mere a National Natural Landmark, owing to its unique terrain and ecological diversity. Look for The geological phenomenon known as aquatic succession. This transformation of glacial lakes into terrestrial habitat is happening right before your eyes with the three interdunal lakes. (Two other lakes beyond the park have already turned into bog forest.) While there Southwest Michigan’s Makers Trail features more than 45 breweries, cideries, wineries, and distilleries within 25 miles of the park. Try a barrel-aged cider at Peat’s Cider Social, just across the road from the park.

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The largest roadless area — and most remote place — in Cook County: Cap Sauers Holding , a forested, certified nature preserve within the Sag Valley Trail System .

Cook County Forest Preserve District

20 trails where Chicago-area hikers can enjoy nature, peace before winter sets in

There are hiking gems to be found within three hours of chicago that aren’t as urban as the north branch river trail or as crowded as starved rock state park in utica..

It’s not “purple mountains majesty” for hiking, Jason King knows. But Illinois, Indiana and southern Wisconsin offer trails that are free, close, not congested, and they offer a solace and beauty all their own.

“I love Illinois,” says King, who teaches geography at Moraine Valley Community College in Palos Hills. “I’ve lived here all my life. If you like simplicity, if you like the feel of the wind blowing through the trees … there’s no place better.”

One of his favorite solo hikes to “get the world behind me” is near Gary, in the little-used western part of Indiana Dunes National Park. The Paul H. Douglas center is closed for now, but the namesake trail winds through Miller Woods and across the Grand Calumet River. It was named for the late U.S. senator from Illinois, who helped make the Dunes a national park. It’s a moderately challenging three and a half miles out and back, partly through sand dunes, so it’s a workout.

“It’s a truly unique trail,” King says. “I can’t think of another where, in a couple of miles, you’ll see a forest, you’ll see a marsh, you’ll see a unique biome called a black oak savannah, then the dunes, and finally you’re at the shore of Lake Michigan.”

There are many such gems within three hours of Chicago that aren’t as urban as the North Branch River Trail or as crowded as Starved Rock State Park in Utica. The joys of fall hiking include leaves changing colors, fewer mosquitos and ticks and cooler weather.

The list that follows of hiking trails near Chicago is based on in-person exploration the past three years, online sources and conservation groups like Openlands . Check the websites for access information and hours. Remember: Dogs aren’t allowed in any Illinois nature preserve.

King takes less ambitious hikers — his 6- and 8-year-old kids — to a trail that starts at Little Red Schoolhouse Nature Center in Willow Springs. Besides indoor exhibits, there is a primitive outdoor playground and plenty of programs. Three natural surface trails of varying lengths total two and a half miles through black oak and white oak forests past a slough full of aquatic life that’s flourished from three decades of restoration.

It’s one of several starting points for the extensive, much-loved and occasionally rugged 42-mile Palos trail system that is dear to serious hikers. The yellow trail connects near the schoolhouse. Many other access points are listed on maps that rate skill levels from easy to very difficult. Watch out for mountain bikers.

The Palos Trail System is dear to hikers and also popular with mountain bikers.

Jason Lindsey / Illinois Office of Tourism

The trails contain a surprising amount of elevation, given that much of Illinois was bulldozed flat by mile-high glaciers during a series of ice ages that ended about 10,000 years ago.

But the glaciers left moraines and other features that the melting ice and water later cut through, creating valleys and gorges. Walking up and down as much as 200 feet on these trails, a visitor is traversing sand and rock debris carried and deposited by a glacier, then dug out by rushing ice and water. Some large chunks of ice broke off, sunk and created lakes and marsh.

Next door to Palos and just south of the Calumet-Saganashkee Channel, which was dredged to help reverse the Chicago River, is the largest roadless area — and most remote place — in Cook County: Cap Sauers Holding , a forested, certified nature preserve within the Sag Valley Trail System .

• Fire on the prairie: Curative use of fire at the Forest Preserves of Cook County, bonus remotest spot

The seven-mile yellow loop winds through wooded bluffs and ravines, wetlands and prairie openings. Look for a very narrow, less traveled, hikers-only loop that branches north over an esker — a rare ice age feature.

McKinley Woods in Channahon hugs the Des Plaines River in Will County as it carries water from the Chicago River to the Illinois River. Frederick’s Grove, a former Civilian Conservation Corps camp, offers two miles of dirt trails to a 500-acre chinquapin and white oak grove. The one-hour drive in fall offers a chance to see white pelicans feeding along the river and gathering for migration.

The adjacent limestone Illinois and Michigan Canal State Trail follows the 1840s waterway for 61 miles.

Going to or from McKinley, you’ll pass near the Midewin National Tallgrass Prairie in Wilmington, a former Army ammunition plant on 20,000 acres that’s slowly being restored to native prairie with the help of volunteers and a bison herd.

Boneset, likely tall boneset, brightens the fall at Midewin National Tallgrass Prairie.

Dale Bowman / Sun-Times

• Sidetracked at Midewin: Learning to look for and appreciate the subtleties of fall on the prairie

Messenger Woods Nature Preserves — in Homer Glen — is a 400-acre protected preserve with a two-mile natural surface loop trail good for children.

Nearby in Park Forest is another nature preserve, Thorn Creek Woods Nature Preserve, managed by Will County. It’s filled with mature oak, hickory, basswood and sugar maple trees and has two miles of natural surface trails and a nature center.

A challenging climb takes hikers out of the Franklin Creek valley and into the woods.

Zachary Nauth / WBEZ

A green heron stalks the far bank of Lee County’s Franklin Creek, where a grist mill once turned. The heron’s legs sink into the mud, and its crest rises and falls. The water’s edge riffles as minnows shoot toward the middle of the creek, away from the searching yellow eyes and long, sharp beak of the heron. Upstream, two ruby-throated hummingbirds feed on tall, waving sunflowers.

The five miles of trails at the 882-acre Franklin Creek State Natural Area near Dixon border the stream and take hikers up and down the steep, forested hills and gorges carved out of a moraine, exposing outcroppings of 500-million-year-old New Richmond sandstone — the oldest exposed rock in Illinois.

Start at Mill Springs Day Use Area to access the exceptional two-mile Pioneer Pass trail, where hikers will cross one of several bubbling clear springs emerging from the bedrock. The trail is a natural surface with steps and railings in places and is in average condition, which will make it a workout for older knees.

Having made the roughly two-hour trip west, it only makes sense to see the bison at Nachusa Grasslands , where the Nature Conservancy and its partners are restoring 4,000 acres of prairie. There are a few miles of trails through the prairie, including one that begins at a new outdoor visitors center . Off-trail hiking is encouraged.

A short distance farther west is the Rock River and the colorful sandstone cliffs of Castle Rock State Park .

Nearby, Lowden-Miller State Forest has 22 miles of hiking trails, and several short loop trails take hikers through White Pines State Park .

A ring of gray, denuded trees comes into view, standing sentinel over a low-lying sedge meadow. A woodpecker hammers one of the trees, sending a wooden echo across the bur oak savannah. Late-day sunlight filters through the leaves and lights up the goldenrod. Six bluejays in treetop branches make their “squeaky gate” calls.

This urban refuge, the 245-acre Salt Creek Woods Nature Preserve , is 10 miles west of Chicago and sports a lightly used trail in the middle of La Grange Park. Piles of invasive buckthorn and fire-scarred trees are reminders that Cook County is working with the Shedd Aquarium and volunteers to restore the area.

Hikers can start in several spots and walk the Salk Creek yellow trail for about two miles. The trail access points are away from the main parking lots. One point is near a picnic shelter at Bemis Woods. Another is off Mayfair Drive — park on Mayfair, and cross 31st Street at the stoplight to find the “Bob Mann” sign.

Rock Creek (left) trickles over a gravel bed en route to the Kankakee River. And a narrow path takes hikers through Wolf Road Prairie and its native sawtooth sunflowers.

Hikers can combine the Salt Creek trail with a walk through a rare nature preserve at Wolf Road Prairie , a high-quality remnant of a pre-settlement Illinois tallgrass prairie. Two hundred years ago — about the age of one of the bur oaks here — this was part of a landscape of 22 million prairie acres dotted with small groves. Right before the Great Depression, this property in Westchester was slated to become a subdivision. Now, only the concrete sidewalks remain among the acres of tall sawtooth sunflowers and other native plants tended by volunteers . Less than 1% of Illinois prairie remains.

It’s a five-minute walk from Wolf Road Prairie at its 31st Street entrance (next to a Shell station) south to Salt Creek trail on Wolf Road. Explorers can cover a mile out and back on the restored prairie and add another two miles on Salt Creek’s footpath.

Or visitors can park on Constitution Avenue, south of Cermak Road, near the historic Franzosenbusch schoolhouse and home built in 1852 by German immigrants (open Sundays 3 p.m. to 5 p.m.).

In DuPage County, hikers can enjoy a series of easy, crushed limestone trails layered throughout several well-managed preserves showcasing a variety of landscapes. Starting at the east end at Danada Forest Preserve , about 19 miles of trails connect to, in order: Herrick Lake Forest Preserve , St. James Farm , Warrenville Grove and the county’s crown jewel, Blackwell Forest Preserve .

The 60-mile limestone Illinois Prairie Path also runs through at St. James Farm.

If you have young kids, you can try the short loop at nearby Lyman Woods , another certified nature preserve.

In the northwest corner of Illinois, and into Wisconsin, is the unglaciated Driftless Area, a stark and striking hilly landscape, cut with valleys large and small.

One of the most gorgeous sites in the state is the 1,900-acre Apple River Canyon State Park , about 2.5 hours from Chicago, with several miles of trails through limestone bluffs, deep ravines, springs and streams.

Farther north, in Wisconsin, is Devil’s Lake State Park , about a three-hour drive from Chicago, which has 30 miles of hiking trails and 500-foot quartzite bluffs that overlook a 360-acre lake.

Glacial Park Conservation Area , about 90 minutes northwest of Chicago, is McHenry County’s most popular outdoor destination due to the diversity of its 3,400 acres containing savannah, prairie, bog, kettle marsh and the prized Nippersink Creek.

Several concentric loop trails, the longest three miles, total five miles. A 26-mile regional Prairie Trail cuts through the area going south, and north (unpaved) to the Wisconsin border.

For another stop on the way to Glacial Park, the 2,200-acre Moraine Hills State Park is dominated by lakes and wetlands criss-crossed by 10 miles of trails, mostly crushed limestone. A longer trip into Wisconsin, about a two-hour drive, will deliver adventurers to the southern unit of the Kettle Moraine State Forest — a supersized Moraine Hills with 10 times the acreage, 100 miles of trails and access to a much longer Ice Age National Scenic footpath of 1,000 miles.

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Six great hikes near chicago.

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Long exposure of Kaskaskia canyon waterfall, Starved Rock State Park, Oglesby, Illinois, United ... [+] States.

The Windy City offers much more than deep dish pizza, architecture, and professional sports. Chicago is close to several great hikes—linear as well as loop—featuring river and glacier-carved canyons and bluffs, prairies with tall grasses, booming waterfalls, rolling sandy dunes, muddy marshes and bogs, lakes, and dense forests. Grab your backpack and head out for one of these scenic hiking trails to enjoy fresh air and much-needed time outside.

Indiana Dunes National Park

Indiana Dunes National Park on the Greet Lakes

On the southern shoreline of Lake Michigan sits one of the newest National Parks: Indiana Dunes National Park . Explore 50 miles of trails over 14 unique trail systems, featuring more than 1,100 native plants, birds, and aquatic organisms. The Cowles Bog Trail is 4.7 miles of diverse habitats including marshes, swamps, ponds, beaches, and black oak savannas. The Glenwood Dunes Trail stretches 6.8 miles and features long-standing woods and wildlife viewing. See major dune complexes: Tolleston, Calumet, and Glenwood. Habitats include Mount Baldy Restoration, Black Oak Savannas, Great Marsh, and Cowles Bog Restoration Project.

How to Get There: Located on the northwest shore of Indiana and nestled on Lake Michigan, this park features over 2,000 acres of shoreline.

Hiking Gear Tips: Durable and stylish, plus Climate Neutral certified, Forsake boots are great for on the trail. For beach exploration at Indiana Dunes National Park, protect your eyes with Maho Shades —select styles feature a fit-grip that helps the frames stay on your face even when sweating while hiking.

Edward L. Ryerson Conservation Area

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Lake County Forest Preserves’ Ryerson Woods is the ideal day hike for families, especially if you have little ones in tow. Explore nearly seven miles of wooded trails that snake past historic buildings, near the Des Plaines River. Designated as an Illinois Nature Preserve as well as a Historic District by the National Register of Historic Places, a trek here is rich in natural woodland landscapes plus local history, with ties to Lake County’s first European settler, Captain Daniel Wright. Kids love to visit the farm to see sheep, chickens, and goats.

How to Get There: Drive to the entrance, located just west of the Interstate 94 Tollway, on Riverwoods Road, between Half Day Road (Route 22) and Deerfield Road.

Hiking Gear Tips: To fully immerse yourselves into the preserve’s natural habitat, bring along binoculars to spot more than 150 bird species and 600 species of flowering plants and wildflowers. You can stash binoculars along with other hiking essentials in the Kelty’s Women’s Redwing 36 pack. The side pockets have pass through panels to hold hiking poles and the pack, perfect for a day hike, has lots of stash pouches for rain jackets, sunglasses, water bottles, or other trail needs.

Des Plaines River Trail

Prairie grass at Chicago public park along the Des Plaines River Trail, Illinois, USA.

Prairies, forests, and savannas are what you’ll see along The Des Plaines River Trail , as well as toads, frogs, and snakes. The gravel trail stretches for over 31 miles, past 12 forest preserves. Visit at sunrise (open at 6:30 a.m.) or just before sunset to spot meandering deer and to experience a quieter adventure. You’ll see runners and bikers on the trail as well so exert caution.

How to Get There: The trail is situated along the Des Plaines River in Lake County. Trail access and parking is plentiful.

Hiking Gear Tips: Part of the trail is exposed in full sun, so be sure to wear sunblock. Also, bring along bug spray to protect exposed skin. For comfort on the trail, PrAna makes a wide selection of pants, shorts, and tops designed for hiking.

Matthiessen State Park

Steps Through the Water at Matthiessen State Park, Illionois.

Rock formations, steep cliffs and dramatic canyons are plentiful in Matthiessen State Park , in addition to winding canyons, streams, vast forests, and prairie land. The park has five miles of well-marked trails, with the upper area and bluff tops marked as easy and the interior trails of the two dells designated as more challenging. You’ll want to hike Bluff Trail, which is just over three miles, and see Cascade Falls. Picnicking is popular here in the Dells Area and the Vermilion River Area.

How to Get There: The park is located four miles south of Utica and three miles east of Oglesby in northwestern Illinois.

Hiking Gear Tips: For wandering through the park’s streams and waterfall runoffs, Chaco makes great sandals in a variety of colors for men, women, and kids.

Starved Rock State Park

Amazing view from behind Lasalle Falls of Starved Rock State Park in central Illinois.

Arguably one of the most stunning hikes in all of the midwest, Starved Rock State Park is known for French Canyon, LaSalle Canyon, Overlook of the Illinois River, and other natural points of interest that make up the park’s 18 canyons. You’ll see mammoth vertical moss-covered stone walls, formed by glacial meltwater, and sandstone bluffs. Hike 13 miles to see waterfalls, dramatic cliffs, and oak, cedar, and pine trees. Dating back to 8,000 B.C., this park is connected to Native American history as well as European explorer history. Bring along your dog as they are welcome here.

How to Get There: Located southwest of Chicago, near Ottawa, the park is about 1 hour and 45 minutes from Chicago.

Hiking Gear Tips: For comfortable feet, consider socks made from Merino wool— Swiftwick makes performance options designed for hiking in the outdoors.

Kettle Moraine State Forest

Beautiful hillside of the Kettle Moraine State Forest in Wisconsin.

160 miles of trails exist in this Wisconsin forest—rated easy to difficult, with the most popular being: Bald Bluff Nature Trail, a former Native American signal trail; Emma Carlin trail system, with three loops from three and half to eight miles in length: Orange, Brown, and Green; Ice Age National Scenic Trail, encompassing 30 miles that snake from the southernmost end to the northernmost point of the forest’s Southern Unit; John Muir Trail System, with five loops and one bypass; and Scuppernong Trail System, with three loop trails ranging from two to five miles. Travel Wisconsin is an excellent resource for trip planning.

How to Get There: Located east of Madison, southwest of Milwaukee, Kettle Moraine State Forest is an easy drive from Chicago.

Hiking Gear Tips: Big mileage means you’ll need a durable backpack that will have space for everything you’ll need on your hike. The Osprey EJA 48 , for example, has a comfortable harness and ventilated suspension so that when you sweat you’ll find relief. The removable hood can help with versatile packing options. And, the internal reservoir sleeve holds a hydration pack.

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10 Best Hiking Trails Around Chicago

Get off the beaten track and walk the wilds.

Chicago is more than just a big city, it's also a haven for outdoor adventurers, with outstanding hiking trails located off the beaten track all around the greater Chicago area. From serene, wooded trails that end at the bottom of cascading waterfalls to long walks along the shores of the Great Lakes, you can find plenty of different types of trail options to enjoy. Around Chicago, you can even enjoy walks along dunes, across wooden bridges, and through fields dotted with flowers. Options range from paved paths to trails rated difficult and challenging. Check out some of the best hiking trails around Chicago.

Starved Rock State Park

Walk 13 miles of trails through canyons with waterfalls.

Starved Rock State Park offers 13 miles of trails that take hikers all through 18 different canyons with views of waterfalls, rock formations, and wildlife. Among the signature sights on the trail is the 125-foot Starved Rock butte for which the park is named. The trails offer a range of difficulties to suit most hikers. Trails are well-trod and established, so they're easy to follow for those who prefer to explore on their own. Still, for those who are novices at the art of outdoor adventuring, you can take a guided hike, which is offered all year long. It's a day trip about an hour from Chicago.

Location: 2678 E 875th Rd, Oglesby, IL 61348, USA

Open: Daily from 6.30 am to 9 pm

Phone: +1 815-667-4726

Bloomingdale Trail (The 606)

Traverse a trail built on an abandoned railway.

The Bloomingdale Trail at The 606 is a bit different than other hiking trails, as it's in the heart of downtown near Walsh Park and offers an easy, paved path. It's an elevated trail built on an abandoned railroad track and offers lots of green space and great views of the city skyline. The path is built for everything from casual strolls to running. The path is an out-and-back trail encompassing 5.7 miles of surface. It allows visitors and residents an escape from the hustle and bustle and will take you through residential neighborhoods and wooded areas. It's also ADA-compliant.

Location: 1805 N Ridgeway Ave, Chicago, IL 60647, USA

Open: Daily from 6 am to 7 pm

Phone: +1 312-742-4622

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Steppenwolf Theatre in Chicago

Chicago Riverwalk

Waterfall glen forest preserve, explore 2,500 acres of natural wilderness and a cascading waterfall.

Waterfall Glen Forest Preserve is located just 30 minutes west of the city and offers over 2,500 acres of natural wilderness passing by the cascading Rocky Glen Waterfall. The preserve offers 11 miles of mapped trails that are used by hikers, cyclists, horseback riders, and even cross-country skiers. Besides the well-mapped trails, you'll also have a wealth of unmapped footpaths to explore that will take you through thick green canopies. Fishermen find this area popular, as there is a range of old quarries that form natural lakes and offer great fishing.

Phone: +1 630-933-7248

Midewin National Tallgrass Prairie

Hike 38 miles of trails within a vast wilderness preserve.

Midewin National Tallgrass Prairie offers a total of 38 miles of trails located within 19,000 acres of wilderness preserve with serene rolling prairies and wildlife viewing. These National Forest Service lands are located just an hour southwest of downtown Chicago and offer 12 miles of trails reserved for hikers, plus another 22 miles of shared trails in use by hikers, horseback riders, and bicyclists. A major attraction of these trails is that bison were re-introduced to the park in 2015. Hikers come here from all around in hopes of catching a glimpse of the herd in its natural surroundings.

Location: 30239 IL-53, Wilmington, IL 60481, USA

Open: Daily from 4 am to 10 pm

Phone: +1 815-423-6370

Kankakee River State Park

Go hiking, fishing, kayaking, and mushroom harvesting.

Kankakee River State Park offers around 4,000 acres of nature preserve surrounding its namesake river and includes scenic trails for outdoor adventurers of all types. In addition to the 11 miles of land for hiking, the park is also popular for fishing, kayaking, and even gathering mushrooms. It's about an hour from Chicago. If you want to extend your stay in the park, you can find campgrounds with fully featured cabinets complete with electricity and other modern amenities. You can spend one day exploring the rocky outcroppings along the river and another getting out on the water in a canoe.

Location: 5314 W, IL-102, Bourbonnais, IL 60914, USA

Open: Daily from 6.30 am to 8 pm

Phone: +1 815-933-1383

Morton Arboretum

Travel a complex landscape with paved and maintained trails.

The Morton Arboretum nature preserve in Lisle offers a complex landscape with great opportunities to view the local flora and fauna and hike miles of trails. The preserve features over 4,000 species of plants and trees spread over 16 miles of trails, mostly rated for easy hiking. Some of the trails are paved and others are covered with wood chips. Popular events here include the summer and fall Theatre Hikes, which include outdoor plays performed as the cast members walk the trails. These occur frequently, so check the schedule for planned events. It's 28 minutes from Chicago.

Location: 4100 IL-53, Lisle, IL 60532, USA

Open: Daily from 7 am to 4.30 pm

Phone: +1 630-968-0074

Matthiessen State Park

Traverse forests, rocky canyons, prairies, and riverbanks.

Matthiessen State Park is just south of Starved Rock and offers 1,700 acres of forests, prairies, rocky canyons, and geological formations along the Vermillion River. The park features 5 miles of trails rated specifically for hiking and an additional 9 miles of trails that are multi-use and shared by bikers and horseback riders. The park is home to a large population of white-tailed deer that draws in hikers hoping to catch a glimpse of the animals who enjoy the natural salt licks from the mineral springs. It's about a 1.5-hour drive from Chicago but is a worthwhile day trip.

Location: 2500 IL-178, Oglesby, IL 61348, USA

Open: Daily from 7 am to 8.30 pm

Phone: +1 815-667-4868

North Branch Trail

Tackle a 22-mile trail of beautiful natural scenery.

The North Branch Trail starts in the city, in Gompers Park, and follows the Chicago River for 22 miles of gorgeous natural scenery with a very easy walking path. The fully paved trail is long, and it winds through woods and lagoons and through the Chicago Botanic Gardens in Glencoe. From Glencoe, you can pick up the Green Bay Trail to the North Shore. Since the trail is fully paved, it also is frequented by runners and bicyclists, so it's important to keep that in mind and be aware of who is around you while you see the sights.

See white-tailed deer grazing at natural mineral salt licks

Deer Grove is the oldest property of the Cook County Forest Preserve District and offers miles of hiking trails through wetland, prairie, and dense woodlands. About 4 miles of trails are paved, with another 10 miles unpaved and more difficult. The unpaved trails are popular with more experienced hikers and mountain bike enthusiasts. These trails offer a wide range of different experiences in the outdoors. You'll walk through wet swamps, rolling green prairies, and deep, shaded, green canopies of wooded areas. It's a serene path that also offers outstanding opportunities for wildlife viewing in the Palatine suburb west of downtown.

Location: W Dundee Rd, Palatine, IL 60067, USA

Open: Daily from 6 am to 8 pm

Phone: +1 800-870-3666

Des Plaines River Trail

Walk along the shores of a rushing river beneath a green canopy.

The Des Plains River Trail is a continuous dirt and gravel hiking path that stretches 31.5 miles of Lake County along the Des Plaines River. The entire trail is scenic and offers a look at the flowing clear waters. In the north, it crosses through several nature preserves with thick green canopies above. The trail is popular among hikers and mountain bikers, and it's ideal for spreading a picnic lunch, looking for local wildlife, bird-watching, and viewing various species of plants and trees. You can pick up the trail right in downtown Chicago.

This article includes opinions of the Go Guides editorial team. Hotels.com compensates authors for their writing appearing on this site; such compensation may include travel and other costs.

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24 Top Weekend Getaways From Chicago

From beaches to ballparks and trails to rails, explore top breaks from the Windy City.

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Hike along Michigan's Sleeping Bear Dunes National Seashore on your next weekend getaway from Chicago.

Known as the birthplace of the skyscraper, Chicago is home to award-winning restaurants , top sports teams and prized cultural treasures. But when you need a break from the excitement of the nation's third largest city, there are countless getaways within easy driving distance. You can explore rural Illinois or enjoy neighboring Indiana, Wisconsin, Iowa or Michigan all within a weekend. Whether you're planning a romantic getaway to a small-town bed-and-breakfast or a family-friendly trip to a water park resort, these nearby Midwest destinations will relieve the stress of big city life.

(Note: Some of the following activities, attractions and locations may be affected by the COVID-19 pandemic. New policies may be in place, including capacity restrictions, reservation requirements or mask mandates. Check with the Centers for Disease Control and Prevention, the U.S. Department of State and local tourism boards before traveling.)

Best Weekend Getaways from Chicago:

About two hours or less:, fox river valley, illinois, harbor country, michigan, st. joseph, michigan, milwaukee, wisconsin, south haven, michigan, starved rock state park, illinois, gurnee, illinois, wilmot mountain, wisconsin, lake geneva, wisconsin, grand geneva resort & spa, wisconsin, about three hours or less:, turkey run state park, indiana, the american club resort hotel, kohler, wisconsin, whistling straits golf course, sheboygan, wisconsin, saugatuck, michigan, wisconsin dells, wisconsin, about four hours or less:, parke county, indiana, galena, illinois, dubuque, iowa, and the field of dreams, ann arbor, michigan, madison, wisconsin, about five hours or less:, traverse city, michigan, louisville, kentucky, st. louis, missouri, a quick flight:, minneapolis – st. paul, minnesota.

Located along the picturesque Fox River on the western outskirts of Chicago lie the small towns that make up Illinois' Fox River Valley. Stretching from the village of Antioch in the north to Ottawa – the gateway to Starved Rock State Park – in the south, this area is an ideal daytrip from the Windy City. Go biking, hiking and cross-country skiing along the 32-mile Fox River Trail or rent a kayak for paddling on the Fox River. In addition to outdoor pursuits, unique cultural attractions abound, including Broadway productions and musical events in Aurora's historic and beautifully restored Paramount Theatre. Visitors rave about its exquisite decor and top-notch performances, applauding the Paramount for offering Broadway-caliber performances at Main Street prices. If you choose to overnight in the Fox River Valley, the Herrington Inn & Spa , which overlooks the Fox River in the small town of Geneva, would make for a romantic getaway.

New York has the Hamptons; Boston has Cape Cod . The summer playground for Chicagoans consists of eight glistening lakeshore towns dotting the coastline of southwest Michigan, collectively known as Harbor Country. Here you'll find beaches, orchards and plenty of outdoor activities. At the southern end of Harbor Country, just over the Michigan-Indiana state line and about 70 miles from Chicago's downtown loop, New Buffalo lures Chicagoans with its casual beach vibe and proximity. Families line up for burgers at The Stray Dog, but only adults can head up to the rooftop bar and patio. Patrons praise The Neighborhood Hotel Grand Beach for its modern design combined with cozy common areas, fire pits, ping pong tables and board games; they also appreciate the short walk to the beach and the heated pool.

[Read: The Top Things to Do in Michigan .]

Families will want to make the scenic 25-mile drive from New Buffalo north through the Harbor Country towns of Union Pier and Lakeside, past grand lakefront estates and bucolic farms, to St. Joseph, commonly called St. Joe's. The family-friendly Silver Beach Pizza is housed in St. Joe's former train depot, with diners saying it's well worth what can be a half hour wait for the amazing pizza. Across the street is the restored 1910 Silver Beach Carousel, a great option for passing the time while waiting for your table if you've got kids along. St. Joe's offers visitors the chance to step back in time with a beach, pedestrian-friendly downtown, boutiques and old-fashioned chocolate shops. One of St. Joe's more unique shops is Third Coast Surf, where you can rent a surfboard and sign up for surfing or sandboarding lessons. Not expecting a surf shop in the Midwest? Visitors are often surprised when they first see Lake Michigan, known to Midwesterners as the Third Coast: It resembles an ocean more than a lake.

Located about 80 miles north of Chicago on Lake Michigan is the Brew City of Milwaukee , which boasts more than 200 breweries, museums, festivals and the Harley-Davidson Museum . As this city is home of the Milwaukee Brewers baseball team, no trip is complete without getting a taste for Milwaukee's beer heritage. Visitors give Lakefront Brewery tours high marks for entertaining guides, extensive selection, riverfront views and its popular Beer Hall restaurant with live music on Fridays. Families will enjoy the lakefront museum campus, which includes the Discovery World science museum and Betty Brinn Children's Museum, while culture lovers can visit the architecturally stunning Milwaukee Art Museum when the building's "wings" open and close several times a day. Motorcycle enthusiasts will be in hog heaven at the modern steel-and-glass Harley Davidson Museum, which celebrates the machine invented in Milwaukee that's come to symbolize the freedom of America and the open road.

Winters are harsh, so summer is one endless celebration, with a multitude of neighborhood festivals, outdoor concerts and ethnic celebrations – check out German Fest at the end of July, honoring the city's largest immigrant group. Summer excitement reaches a crescendo at the end of June with Summerfest, the world's largest music festival. After a day of sightseeing or revelry, a top lodging choice is Milwaukee's stately grand dame, the historic Pfister Hotel , offering Gilded Age elegance alongside 21st-century amenities like a pool with panoramic city views and a popular top-floor cocktail bar.

[See more of Milwaukee:  Things to Do  | Hotels  |  Photos ]

South Haven is a fun-loving beach town with a population that swells in the summer – especially in August for the National Blueberry Festival, since this Michigan destination claims to be the blueberry capital of the U.S. About 110 miles from Chicago, you'll hear a lot of Jimmy Buffett playing in the bars and restaurants of this laid-back boating town where the harbors take center stage. Kick off your visit by learning about the area's rich Great Lakes boating history at the Michigan Maritime Museum.

Along with its seven public beaches – some of the best beaches in Michigan – and iconic red lighthouse, South Haven also has a pedestrian-friendly downtown filled with unique shops and restaurants. Climb aboard the stationary Idler Riverboat, where casual dining combines with world-class waterfront views. Clementine's is another local favorite, as is Captain Lou's, which serves fresh perch and live music on the weekends. For a romantic getaway, consider Inn at the Park, a bed-and-breakfast one block from Lake Michigan: Guests praise the beautiful decor and sumptuous breakfasts, using locally grown blueberries. Travelers also love Yelton Manor Boutique Hotel for its manicured gardens, spectacular sunset views of Lake Michigan and proximity to town.

Looking for an active adventure? Only about 100 miles southwest of Chicago, this wilderness known for its deep sandstone canyons and waterfalls is perfect for daytrips – though with 18 canyons to hike, there's plenty to keep you busy for a whole weekend. Walking along bluffs that lead to scenic lookouts over the Illinois River makes visitors feel immediately transported out of the flat Midwest heartland. Starved Rock State Park can be a weekend escape any time of year, but spectacular fall foliage makes it a favorite getaway for autumn in particular.

Starved Rock State Park has its own historic lodge with top-notch cabins , but kids may prefer going across the street to the family-friendly Grizzly Jack's Grand Bear Resort, with its massive water park, mini-golf, indoor arcade and Northwoods decor. Camp Aramoni is a great choice for a romantic getaway, with luxury glamping in safari tents outfitted with hardwood floors, air conditioning and heating, and full bathrooms with showers. Nightly stays include chef-prepared farm-to-table dinner and breakfast using produce grown in on-site gardens that guests are welcome to visit. End your day at Camp Aramoni's repurposed Airstream trailer that's been turned into a bar.

Looking for high-adrenaline family fun? About 35 miles north of Chicago, just south of the Wisconsin border, lies the village of Gurnee, home to the Six Flags Great America amusement park . Thrill-seekers will love the 17 heart-stopping roller coasters, but dozens of other rides mean you'll also find plenty for younger kids. Reluctant riders who want to steer away from high-speed coasters and intense drop rides can also enjoy the park's shows and other entertainment. On a hot day, plunge down steep waterslides or splash around the wave pool at Six Flags' 20-acre Hurricane Harbor water park. When it gets cold, a favorite local pastime is a stroll around Gurnee Mills, an outlet mall housing more than 170 stores.

Continue your Gurnee adventure with a stay at the Northwoods-themed Great Wolf Lodge, the most family-friendly hotel option in this destination. Guests say this water park resort makes even adults feel like kids again and rave about the endless family-friendly amenities, which include bowling, mini-golf, a ropes course and arcade – and, of course, the massive water park.

Since 1938 Wilmot Mountain has drawn visitors seeking wintertime leisure in the Midwest. About 25 miles northwest of Gurnee, just over Wisconsin's state line, Wilmot Mountain Ski Resort makes for a great cold-weather attraction when Six Flags is closed. The big-name Vail Resorts purchased Wisconsin's little ski hill in 2016 and rolled out plenty of upgrades, from improving terrain parks and snowmaking to adding chairlifts and elevating the dining experience. Enjoy winter sports over a variety of terrain at this alpine destination, whether you're looking to ski, snowboard or snow tube. There's no on-site lodging, but Gurnee's Great Wolf Lodge is still a relatively short drive away.

[Read: The Top Things to Do in Wisconsin .]

This Wisconsin resort city makes for an idyllic weekend or daytrip. About 70 miles northwest of Chicago, Lake Geneva is described as the " Newport of the Midwest" because of its opulent lakefront mansions. You can come surprisingly close to these impressive residences by ambling along the Geneva Lakeshore Path, a rustic 25-mile walkway that encircles the lake, cutting right through the backyards of magnificent mansions and second homes. Amazingly, there aren't any "No Trespassing" signs to scare away walkers; just beware the path is not intended for strollers, roller blades or bikes, since you'll have to maneuver past steps and other obstructions. When you've finished your stroll, a lakefront cruise is another fun way to enjoy this city. Visitors give Lake Geneva Cruise Line excellent reviews for being informative and entertaining. A variety of daily cruises are offered, but one of the most unique is the mail delivery cruise. As Lake Geneva is one of the few remaining places in the U.S. where mail is still delivered by boat, about 75 lakefront homes receive their U.S. mail service via boat – and passengers are invited to come along for the ride.

Consider a stay at the Abbey Resort, the only full-service resort directly on the shores of Lake Geneva, during a summer visit. This lodging option offers complimentary adult and kids bikes, ideal for use on the Lake Geneva Bike Path, which connects many of the resort town's amenities. The trail has five unique, color-coded segments, making it easy to find your way around. Things quiet down a bit in the fall, when the vibrant autumn colors set a serene scene.

[Read: The Best Midwest Vacations for Families .]

Tourists descend on Lake Geneva's charming downtown shops and restaurants in the summer, but the town has plenty to do year-round. One of the best winter attractions in this city is the Grand Geneva Resort & Spa , whose modest ski hill has three chair lifts, 20 runs and a terrain park. Grand Geneva Resort also has access to 5 miles of wooded trails for cross-country skiing and offers a limited number of ski rentals. Kids will love overnighting at Grand Geneva's family-friendly Timber Ridge Lodge and Waterpark for indoor aquatic fun while adults relax at the spa. Time your winter visit to coincide with Lake Geneva's Winterfest so you can observe one of the country's biggest snow sculpting competitions.

Turkey Run State Park is the crown jewel of Parke County and one of the Hoosier State's oldest and most popular state parks. Eleven trails ranging from a half-mile to 2 miles wind through rugged ravines surrounded by the park's signature sandstone cliffs – providing Midwest hiking at its best. Turkey Run Inn, a popular lodging option situated within the park, is appreciated by guests for its friendly staff and cozy atmosphere. There's an indoor pool and plenty of public sitting areas with fireplaces, whether you want to play a board game or read a book. Choose from rooms within the historic lodge or the adjacent cabins. Even if you don't stay at Turkey Run Inn, you can still enjoy its restaurant, The Narrows, which diners recommend for the catfish dinners as well as the fried biscuits and hot apple butter.

Most have never heard of this tiny town 140 miles north of Chicago, but Kohler is home to Wisconsin's only hotel to receive AAA's highest five diamond rating. The American Club Resort Hotel – part of the Destination Kohler Resort – is still owned by the family who built it: The Kohlers are best known for high-end plumbing and bathroom fixtures. The American Club's luxurious Kohler Waters Spa specializes in hydrotherapy, giving guests a chance to experience all the legendary bath and shower products Kohler is known for. Should you want to recreate that luxury spa experience in your own bathroom at home, a few steps away from the spa is the sleek, multistory Kohler Design Center, filled with model bathrooms and design ideas sure to give most of us bathroom envy. Amid your self-care ventures in Kohler, enjoy plenty of outdoor activities. Fall brings a boisterous bounty of color to this rural area, while winter experiences at The American Club include ice skating, curling, snowshoeing and cross-country skiing across miles of trails that wind through woodlands and meadows.

Ten miles from American Club Resort Hotel sits the Kohler-owned Whistling Straits Golf Course, which some golfers describe as reminiscent of the legendary Pebble Beach . Whistling Straits ranks among the top public courses in the country and has hosted 2021's Ryder Cup and three PGA championships. The two Pete Dye-designed courses at Whistling Straits offer stunning views of Lake Michigan or rolling green hills. Golfers will feel transported to Ireland's tranquil grassland or its rugged coastline as this course winds its way along the bluffs and dunes overlooking Lake Michigan.

It's easy to see why Saugatuck is one of the best places to visit in Michigan . Nicknamed the Art Coast of Michigan, this hip resort town about 130 miles from Chicago is stocked with galleries, boutiques, excellent dining and beaches. Perhaps surprisingly for a town of less than a thousand people, Saugatuck is also known for its lively nightlife and for being an LGBTQ-friendly destination. Take a seat at the counter of the century-old Saugatuck Drug Store and you'll get a taste of the town's more traditional side, served up via a classic malt or ice cream soda. Visitors are in for another nostalgia trip when you board the chain ferry: Operating since 1838, it claims to be the only remaining chain-driven ferry in the U.S., transporting passengers across the Kalamazoo River between downtown and Oval Beach. After disembarking on Oval Beach, active beachgoers love climbing the 302 steps to the top of Mount Baldhead – known as Mt. Baldy – and getting a bird's eye view of the area. Overlooking Lake Michigan, Saugatuck's Lake Shore Resort is applauded by patrons for its breathtaking views and many complimentary amenities, including bikes, kayaks, yoga and a heated pool.

About 190 miles northwest of Chicago is the ultimate Midwest family getaway: the "Waterpark Capital of the World." If traveling with kids to Wisconsin Dells, stay at one of the immensely popular water park resorts , such as the flagship property of Great Wolf Lodge. Guests appreciate the original Great Wolf Lodge for its signature Northwoods decor, endless amenities and the feeling of being in a tropical paradise year-round.

Beyond its myriad indoor and outdoor water parks, Wisconsin Dells boasts a wide variety of kid-friendly entertainment options, from zip lines to animal parks. Catch a performance at the Palace Theater, which offers everything from concerts to comedy shows to children's plays and Broadway-style productions; some theatergoers swear there isn't a bad seat in the house. More fun for the whole family can be found at the Rick Wilcox Magic Theater shows, which wow audiences with both humor and illusions that keep you guessing. Want to escape the indoor attractions for a natural one? Head over to Mirror Lake State Park for a scenic hike along a tranquil, no-wake lake set among sandstone bluffs. Pontoon boats, kayaks and stand-up paddleboards are available to rent here.

[Read: The Top Things to Do in Wisconsin Dells .]

Billing itself as the covered bridge capital of the world, Parke County, Indiana – about 160 miles south of Chicago – maintains 31 of these Instagram-worthy symbols of a bygone era. Visitors descend on the area every October for the Parke County Covered Bridges Festival, Indiana's largest annual festival. The popular biker bar Thirty Six Saloon is a family-friendly roadhouse in Rockville, the town where the popular fall festival is headquartered. Kids may be mesmerized by Thirty Six Saloon's vast collection of taxidermy, with animals from the region mounted throughout the restaurant. Diners compliment everything from the burgers and ribs to the fish sandwiches and unique decor. Another popular culinary option is the tenderloin sandwich at the Mecca Tavern in Mecca. Parke County's oldest tavern overlooks Mecca's historic schoolhouse and covered bridge. Locals and visitors alike say stopping by Wheelhouse Donuts is another must: This adorable bakery lets you design your own doughnut.

About 150 miles west of Chicago, in the northwest corner of Illinois, the charming Mississippi River town of Galena regularly makes national lists of best small towns . Its elegant dining, historic sites, quaint shops and bounty of bed-and-breakfasts make Galena an excellent choice for a romantic getaway. Because the glaciers that flattened most of the Midwest didn't reach here, the pastoral farmland is hillier, perfect for a Sunday drive. The 19th-century buildings in this old mining town have been painstakingly preserved, with 85% on the National Register of Historic Places – including the Ulysses S. Grant Home State Historic Site, a residence gifted to the nation's soon-to-be 18th president in 1865 by Galena citizens.

One memorable overnight option would be a stay at the former county jailhouse – now the luxurious Jail Hill Inn. For a more romantic atmosphere, the Goldmoor Inn is beloved by guests for its stunning views of the Mississippi River, in-room fireplaces and two-person hot tubs. Galena is gorgeous any time of year, with plenty of travelers drawn here during harvest time for apple and pumpkin picking amid the abundance of fall colors. Winter brings its own charm with shops along Main Street resembling something out of a Norman Rockwell painting. The small town also houses a popular old-school ski resort: Guests say Chestnut Mountain Resort's decor and amenities are a bit dated, but its 19 ski runs provide scenic views of the river below.

Head 170 hundred miles west of Chicago, cross the Mississippi River, and you'll be in Dubuque, Iowa. Get a feel for how important the river is here by visiting the National Mississippi River Museum and Aquarium, or take a ride on a riverboat for another scenic way to experience the Mississippi. Visitors give the Celebration Belle river cruise high marks for being fun, informative and affordable. Another must-see attraction is Fenelon Place Elevator, a steep funicular railway providing fabulous views of the surrounding area. History lives on at the elegant Hotel Julien Dubuque, which guests compliment for its charm and friendly service. Baseball fans will want to make the additional 25-mile drive west to the town of Dyersville to explore the Field of Dreams, one of the best tourist attractions in the U.S. Play on the baseball diamond and tour the home where the movie "Field of Dreams" was filmed.

About 230 miles northeast of Chicago, Ann Arbor is a quintessential college town, filled with independent bookstores and great live music. University of Michigan alumni are a proud bunch – and not just on game days, when they march clad in blue and yellow to what's known as The Big House, the largest sports stadium in the country. Ann Arbor also scores an A when it comes to food and culture. The world-class University of Michigan Museum of Art displays works by Picasso, Monet and Warhol. A few blocks away on Liberty Street is the edgier public art canvas known as Graffiti Alley, just steps from the historic Michigan Theater and State Theatre, which delight visitors with film screenings, festivals and live music throughout the year (as long as you follow the theaters' COVID-19 regulations ). A pastrami sandwich at Zingerman's Deli is a 40-year tradition, but if you're hungry for a more budget-friendly option head to Frita Batidos and take a seat at one of the communal tables for Cuban-inspired street food. Hit the books at Literati, a beloved independent bookstore. A fun hotel choice is Graduate Ann Arbor with its University of Michigan-themed decor.

[See more of Ann Arbor: Things to Do | Hotels | When to Visit | Photos ]

About 140 miles northwest of Chicago, Madison is more than just a cool college town: It's also the capital of Wisconsin. No trip here is complete without visiting the beautiful, white-domed Wisconsin state Capitol building; free tours are given throughout the day. Madison's isthmus location on a narrow strip of land between two lakes means waterfront biking and hiking trails abound. Foodies will also get their fill at Fromagination, a cheese lover's paradise popular with Wisconsin cheeseheads as well as out-of-town visitors. Located across from the Capitol, this delightful cheese shop features dozens of one-of-a-kind artisanal Wisconsin varieties. If visiting Madison between April and November, head to Capitol Square on Saturday morning for the Dane County Farmers' Market, the country's largest producer-only farmers market. The 72-room, collegiate-themed Graduate Madison hotel is an easy walk to campus, dining, shopping and nightlife. Decorated in the University of Wisconsin colors of red and white, the hotel gets high marks from guests for its nostalgic decor and artwork, including collages of political buttons, a nod to the town's legacy of social activism.

[See more of Madison: Things to Do | Hotels | When to Visit | Photos ]

Those who have more time could leave the bright lights of Chicago for the serenity of Michigan's Traverse City to visit Sleeping Bear Dunes National Lakeshore and its 64 miles of pristine coastline and mountains of sand dunes. Traverse City is about 300 miles from Chicago, but you'll be rewarded with breathtaking beaches, peaceful hikes, top-notch cuisine and the added perk of what's considered the " Napa Valley of the Midwest": the 24 wineries of the Leelanau Peninsula Wine Trail. When the temperatures drop and the snow arrives, a great winter weekend getaway involves cross-country skiing in Pere Marquette State Forest or the Leelanau Trail, which runs from Traverse City to Suttons Bay. Traverse City and northern Michigan are also filled with summer lake resorts: Top options include Lake Leelanau's Fountain Point Resort, the upscale Homestead Resort and the all-inclusive White Birch Lodge in nearby Elk Rapids. With White Birch known for its water sports program, teens and tweens will love water-skiing, tubing and ending the day swapping adventures with new friends around a beach bonfire.

[See more of Traverse City: Things to Do | Hotels | Tours | When to Visit | Photos ]

Best known as the location of the Kentucky Derby, Louisville sits 300 miles south of Chicago and has a whole lot more going on than just horse racing. About 95 percent of the world's bourbon is made in Kentucky ; for a taste of the state's signature liquor, head to downtown Louisville's historic Whiskey Row. Here you'll find distilleries, unique restaurants and live music. Topping any sports lover's itinerary should be a visit to the Louisville Slugger Museum and the Muhammad Ali Center , which visitors applaud for honoring the boxer's life, faith and humanitarian service. Art lovers would enjoy staying at the 21C Museum Hotel Louisville , which houses its own contemporary art museum.

[See more of Louisville: Things to Do | Hotels | Photos ]

About 300 miles southwest of Chicago, just over the Illinois border along the Mississippi River, sits this Missouri city. St. Louis is well worth a weekend trip for its plethora of restaurants, breweries and cultural treasures. Nicknamed the Gateway City for its iconic Gateway Arch , St. Louis gives travelers the chance to take a tram ride to the top of this engineering marvel. After getting a bird's-eye view of the surrounding area, head over to the nearly 1,300-acre Forest Park , site of the 1904 World's Fair, now home to the Saint Louis Zoo and several museums. Music lovers can't miss the National Blues Museum, which sings the praises of that melancholy American music form. If you find yourself in need of more music lessons, make your way to the Scott Joplin House State Historic Site, where the king of Ragtime lived. After a busy day sightseeing, Drury Plaza Hotel St. Louis at the Arch makes a good place to rest. Guests rave about the unbeatable value of the hotel's free breakfast and happy hour with complimentary hot food and drinks.

[See more of St. Louis: Things to Do | Hotels | When to Visit | Photos ]

The Twin Cities of Minneapolis − St. Paul straddle the Mississippi River, about 450 miles northwest of Chicago, with Minneapolis as Minnesota's most populous city and St. Paul as the state capital. Minneapolis is known as a city of lakes, but visitors also like to walk along the riverfront, taking in the magnificent Mississippi. Groundbreaking pop musician Prince was born in Minneapolis; now his legacy lives on at Paisley Park, a sprawling complex in the nearby town of Chanhassen that was once the artist's studio and home. Millions more travel here to visit the largest mall in the Western hemisphere, Mall of America , located in the nearby suburb of Bloomington. As much an entertainment complex as a retail center, this mall houses the indoor amusement park Nickelodeon Universe, a highlight for kids. Guests give Minneapolis' Hewing Hotel stellar reviews for its character, charm and stunning views from the rooftop lounge.

[See more of Minneapolis − St. Paul: Things to Do | Hotels | When to Visit | Photos ]

You might also be interested in:

• The Best Weekend Getaways
• The Top Romantic Getaways in Illinois
• The Top Romantic Getaways in Wisconsin
• The Top Romantic Getaways in Michigan
• The Top Romantic Getaways in Ohio
• The Top Fall Weekend Getaways
• The Top Travel Neck Pillows
• The Top Travel Backpacks
• The Top Duffel Bags

Tags: Travel , Midwest Vacations , US Vacations

World's Best Places To Visit

• # 1 South Island, New Zealand
• # 4 Bora Bora

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9 easy must-do weekend trips from Chicago

Chicago is blessed with world-class museums, an amazing food scene, some of the best breweries in the country, and everything else you’d ever want to do. But even the most passionate Chicagoans need to escape the city every now and then. Luckily, there are dozens of superb weekend getaway destinations, all within a few hours’ drive of the Windy City. 

There are miles upon miles of Lake Michigan coastline to explore, there are national and state parks with gorgeous nature, and there are charming cities and towns all over the Great Lakes region where you can find a little bit of quaint comfort. Planning will go a long way to ensure a successful weekend trip. So research where to go, find luggage storage in Chicago if you need to drop the bags off, book lodging, plan where to eat and what to do, and hit the road. 

Here are the best weekend getaways from Chicago: 

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Dubuque, Iowa 

Located on the banks of the Mississippi River, Dubuque is the ideal weekend getaway for history buffs and older tourists. Baseball fans will want to visit the famous “ Field of Dreams ” ballpark, which is now the home of special events hosted by Major League Baseball. 

The town itself has been revitalized somewhat in recent years, with art galleries, breweries, murals, and restaurants opening in downtown Dubuque. Dubuque is heavy on the small-town charm and well worth a visit. 

Distance from Chicago 

It takes just under three hours to reach Dubuque from Chicago. Driving is the only option for transit. 

Our activity recommendations

This historic town is a delightful change from downtown Chicago, with a picturesque old-school Main street with many pre-Civil War buildings, like the Black Horse Inn. There’s also the Febekon Place Elevator, which is a scenic railway that overlooks the city and provides a spectacular aerial view. 

Best season to visit

Summer, fall, and spring are the best times of year to visit Dubuque. 

Holland, Michigan 

Western Michigan has a ton of delightful towns for weekend getaways, and Holland is one of the best family-friendly options. Located less than a mile from the stunning Lake Michigan coastline, Holland is famous for its large Dutch immigrant population and its furniture-making industry. 

Distance from Chicago

You’ll have to drive south and east for about two and a half hours to get to Holland. Driving really is the best way to get there, although Amtrak runs a train as well. 

Explore Holland’s (aptly-named) Dutch heritage by exploring delightfully kitschy attractions like Nelis’ Dutch Village, De Klomp Wooden Shoe, and the Windmill Island Gardens . 

In proper Dutch fashion, Holland (Michigan) celebrates the annual blooming of tulips every springtime. With millions of tulips planted across the area, it’s a gorgeous time of year to visit. Summer is also ideal, with the Lake Michigan shore and beaches only a mile away from town and gorgeous Lake Macatawa providing plenty of outdoor recreation. 

Grand Rapids, Michigan 

While far from the largest city in the country, Grand Rapids has a massive beer scene. Since the industry’s boom in the past two decades, Grand Rapids has quickly become one of the craft beer meccas, drawing thousands of beer nerds to its taprooms and breweries. 

It’s a three-hour drive from Chicago to Grand Rapids, probably less if you miss Friday traffic. Amtrak also runs a service from Union Station directly into downtown Grand Rapids, the train ride is about four hours. 

Beer truly is the main draw for visitors, with companies like Founders, Brewery Vivant, Saugatuck Brewing, and Grand Rapids Brewing all operating popular taprooms. The food isn’t bad at all either, with local favorites Forty Acres Soul Kitchen and Terra GR being high-end dining options.

When you’re not drinking, renting kayaks or bikes to enjoy the riverfront are great ways to stay active. Lake Michigan is less than 30 minutes away by car too.

Summer and fall are perfect for enjoying some time outdoors, especially if you’re looking at kayaking and swimming along the river or Lake Michigan. Winter is also a great time to do a long weekend because you can hit the slopes at the nearby Cannonsburg Ski Resort. Also, the many Grand Rapids breweries are great for a cozy pint to warm up.

Indiana Dunes National Park, Indiana

The sandy dunes overlooking Lake Michigan have finally gotten their due and were made into a national park. Indiana Dunes National Park is the closest conservation and recreation area of its kind to Chicago and the perfect weekend getaway (or day trip) for outdoor enthusiasts.  

It’s only about 90 minutes by car (which is the most convenient way to get there) from downtown Chicago. Unless you want to explore the whole area and stay in a cabin, Indiana Dunes National Park is one of the best day trips from Chicago. The South Shore Line will also take you to the Indiana Dunes, but driving is easier and more flexible. 

There are over 15 miles of beautiful Lake Michigan shoreline to explore and enjoy. You can enjoy the beach, go for a swim, hike the trails along the dunes, and even go horseback riding. 

Summer and fall are the best times to go. Visiting during winter is absolutely inadvisable because of lake effect weather. Spring is better, but the weather brings frequent rain that impacts the hiking trails and terrain.

Kohler, Wisconsin 

Located north of Milwaukee along Lake Michigan, Kohler is famous for its resorts and golf courses. The American Club is a bucket-list course for golfers, and there are a number of spas and restaurants that make Kohler a relaxing destination. 

Kohler is a two-and-a-half-hour drive from Chicago. A great way to break up the trip is to stop in Milwaukee for lunch.

Our activity recommendations 

The upscale resorts and golf courses are the main draw at Kohler, which makes them frequent weekend getaway destinations for older travelers. The Kohler Waters Spa is the perfect place to unwind, and the American Club boasts one of the best golf courses in the country. 

For weekend getaways based around golf, summer and fall are the best times of year to head up to Kohler. Kohler is also a wonderful destination for spas and resorts during the winter. 

Lake Geneva, Wisconsin 

Of all the weekend getaways from Chicago, this one has to be the most popular. Lake Geneva is Chicago’s equivalent of The Hamptons. Basically, everyone knows someone with a house up there. This makes sense, given it’s only a 90-minute drive from Chicago, just over the Wisconsin border. There are plenty of hotels, like The Abbey and Grand Geneva Resort . Multiple golf courses surround the lake as well. But the main reason to head to Lake Geneva is to appreciate the natural beauty with friends and family. 

Lake Geneva is about as close to Illinois as you get, and it only takes about 90 minutes to get there from Chicago by car, which is the only real way to get there. 

All the best activities in Lake Geneva are based around the water. Renting a boat from one of the marinas is a great way to get the family out on the water. There are multiple public beaches as well. 

During the winter, there is a village of ice castles made by expert sculptors that’s worth checking out. Alpine Valley Ski resort is nearby, which also hosts concerts during the summer. 

Summer is the best time to take a weekend trip to Lake Geneva, but it does get busy during this time of year. During the fall, Lake Geneva gets a boost when the leaves change color, despite it being too cold for boating and swimming. 

Madison, Wisconsin 

Wisconsin’s capital city is one of the most popular weekend getaways from Chicago. All the best Wisconsin culture is represented in Madison, which mostly consists of beer, brats, and Badger Football. The University of Wisconsin’s gorgeous campus is located right in Madison, which gives the city energy when students are on campus. But there’s a nice variety of outdoor activities and culture in the city as well. 

Madison is a three-hour drive from Chicago. There are also bus routes between downtown and Madison that take about three hours and 30 minutes. 

For such a small city, there’s plenty to do in Madison. Snowshoeing in the winter, hiking in the summer, appreciating the leaves in the fall, and drinking all year long. 

Just outside of Madison is the Wisconsin Dells area, which has indoor and outdoor water parks and other outdoor activities. It’s a great excursion from Madison and less than an hour’s drive from the capital. 

Summer and fall are the best times to visit, especially when the leaves change and the University is in full swing.

Milwaukee, Wisconsin

Chicago’s neighbor to the north is an obvious choice for weekend getaways. There is culture, there’s beer (and plenty of it), there are several pro sports teams, and there’s a lot of character. Milwaukee has all the amenities of a larger city, just without all the inconvenience of getting around a place like Chicago. 

If you’re driving up to Door County or Kohler, it’s well worth it to stop in Milwaukee for lunch. 

There is a train from Union Station that lands you right in downtown Milwaukee. This takes less than two hours and can save you some traffic headaches. The drive up to Beer City only takes about 90 minutes. 

There are a number of amazing museums to visit, including the Milwaukee Art Museum, which is a gorgeous modern building along the lakefront. There’s also the Harley Davidson museum which details the story of how Milwaukee became the largest builder of motorcycles in the world. 

Outside of that, there are world-class breweries, restaurants, and bars. Definitely make sure to try a famous Bloody Mary dressed up Wisconsin-style. 

The Milwaukee lakefront is incredible, and there are frequent festivals and events going on, so summer is an amazing time for a weekend trip. But there is enough culture that visiting Milwaukee is fun year-round. If you’re free during the first few weeks of July, hit up Milwaukee Summerfest , which is the largest music festival in the world. 

Starved Rock State Park, Illinois

As far as outdoor activities go, Chicago is hardly the best city in the world. But the area’s best hiking area is absolutely worth visiting. Starved Rock State Park, with waterfalls and topography (rare in a painfully flat state like Illinois), makes for a perfect weekend getaway for outdoorsy types.  

It’s only a two-hour drive from Chicago, but you’ll want to leave early to beat traffic and have a head start on the other hikers. Leaving yourself a full day to explore the nooks and crannies of this park is the best way to go. 

Essentially, there’s really only one thing to do at Starved Rock, and that’s hiking. With 13 miles of trails winding through glacier-carved canyons and terrain, it’s the best hiking Illinois has to offer. There are gorgeous waterfalls and winding streams to take a dip in if you’re hiking during the sweltering Illinois summer. 

Late spring, summer, and early fall are the best times of year to explore Starved Rock. Winter is basically out of the question. Early spring and late fall are entirely weather-dependent.

It’s hard for locals and transplants to find a place they love more than Chicago because there is a lot to love. But getting out of the city for a weekend getaway is a necessary way to recharge and reset. You’ll be more in tune with nature, you’ll feel a little more relaxed after taking a break from traffic, and you’ll have a new appreciation for the gorgeous region surrounding Chicago. If you’re short on time, you can always opt for a fun day trip from Chicago as well, and if you only have a limited time in the city itself, check out our guide on how to spend 3 days in Chicago to maximize your itinerary.

Planning one of the many fun weekend getaways from Chicago is a great way to find a new appreciation for not only the Midwest but also Chicago. Because you can only stay away from that deep dish for so long… 

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Gorgeous Summer Road Trips for When You Need to Escape Chicago

Covington, kentucky.

The crossroads of the Midwest and the South, Covington is a northern Kentucky town—located right over the Ohio River from Cincinnati—that’s equal parts boozy, beautiful, and surprisingly metropolitan. While comparatively small next to Cincy, with around 40,000 people, Covington punches well above its weight, with a wealth of big-city amenities to keep you satiated and sloshed. Regarded as the gateway to Bourbon Country, Covington features a self-guided bourbon trail called The B-Line , mapping out distilleries, bars, and boozy restaurants, like New Riff Distilling , Boone County Distilling Co. , Neeley Family Distillery , Old Kentucky Bourbon Bar , and Second Sight Spirits , the latter of which is a mystical mainstay in Ludlow, owned by two friends who met while working for Cirque du Soleil, with magic-themed decor, like a Houdini-shaped whiskey still. Keep the irreverent theme going with a visit to Vent Haven Museum , the only one in the world dedicated to the creepy-cool art of ventriloquism. Outside, travelers can flex their leg muscles and practice their fishing cast at Devou Park , drink in the views with a stroll over the John A. Roebling Suspension Bridge, or go shopping in colorful Mainstrasse Village, where boutiques and restaurants run the gamut from a gay-owned art store to Lisse Steakhuis .

Columbus, Ohio

One of America’s fastest growing cities is ready for you. Eclipsing Indianapolis to become the second most populous city in the Midwest, along with the region’s second largest Pride festival , it’s a new kind of Second City that, much like our fair metropolis, excels at exceeding expectations. The local food scene alone is enough to compel a road trip, with its very own style of pizza (and a Pizza Trail to match) and a full-blown ice cream empire , which practically makes the entire city smell like fresh waffle cones. The Short North is like Columbus’ version of River North, teeming with rooftop bars , boutique storefronts, and the third largest concentration of fashion designers in the country, outside of New York and Los Angeles. Pop over to the Franklinton Arts District to gallery-hop and pair lawn games with IPAs at Land-Grant Brewing Company . Beyond beer gardens, the city boasts hundreds of acres of green space and urban trails, like Bicentennial Park and the 14-mile Olentangy Trail, with convenient pit stops like Understory , an airy school-turned-dining complex.

South Bend, Indiana

South Bend sits just 95 miles from Chicago, which makes it a perfect day trip destination if you don't want to commit to a whole weekend away. One of the must-see attractions in the area is the breathtaking Basilica of the Sacred Heart , which was completed in 1888 and boasts the world's biggest collection of 19th-century French stained glass in the world. Meander along the St. Joseph River on the East Bank Trail, indulge in some sweets at South Bend Chocolate Company , or admire some vintage automobiles at the Studebaker Museum . You can also take a walking tour of the downtown area which is filled with historic homes, and for a truly unique overnight experience, book a room at the historic landmark Oliver Inn , a charming bed and breakfast. If you’re craving nature, nearby Potato Creek State Park offers plenty of hiking trails that take you along woodlands, prairies and wetlands.

Grand Rapids, Michigan

Grand Rapids, once known as “furniture city” for its fine wood furniture manufacturing, is now known as “Beer City”, because, well, all the beer. Throughout the metropolis you’ll find  countless breweries like Founders Brewing , Brewery Vivant , and  Saugatuck Brewing Co ., and more. There’s also no dearth of restaurants either, like Terra GR , a downtown farm to table favorite, and  Forty Acres Soul Kitchen , an elevated soul food and cognac bar. Hike and bike through Millenium Park or catch a live show with The Grand Rapids Symphony . Nothing here sounding appealing? Check out this ultimate weekend  cheat sheet .

Getaway Barber Creek, Grand Junction, Michigan

Ever wanted to say, “Screw it all,” get rid of all your earthly belongings, and hole up in a hygge-ified  tiny house in the middle of nowhere? Live out all your reclusive fantasies without actually tossing your stuff by booking a weekend in Grand Junction, a pastoral sliver of western Michigan about 15 minutes outside the lakefront hamlet of South Haven. That’s where you’ll find Getaway Barber Creek, a 79-acre dog-friendly glamp-ground outfitted with 41 secluded cabins complete with parking spots, picnic tables, Adirondack chairs, and fire pits for all your marshmallow-melting needs. Each matte black hideaway is as practically appointed as it is aesthetically pleasing, stocked with a plush, super comfy bed, gorgeous floor-to-ceiling window, compact table, kitchenette with running water, and full bathroom with, yes, a real-deal shower. Outside the confines of your oasis lies plenty of outdoorsy and less-outdoorsy activities, from hiking the converted railroad  Kal-Haven Trail or sand-strewn  Van Buren Park Dunes Trail to checking out the historic  South Haven South Pierhead Light or stuffing yourself silly at area farm-to-table eateries and  top notch breweries . Whatever you choose, embrace your new lifestyle—however temporary—by stashing your phone in the lockbox provided, cozying up with a good bottle of whiskey (preferably something camp-ready like Stillhouse ), and reveling in the simplicity of it all.

Madison, Wisconsin

Madison, Wisconsin is special because it has all the city perks, like quality restaurants and historic venues, while also being surrounded by a plethora of nature-filled activities. Hike until your heart's content, and then order a cocktail or beer from any of the local bars ( Robin Room ,  The Malt House , Working Draft Beer Company ,  Cask & Ale ). There are plenty of drivable country activities, but the  University of Wisconsin Arboretum is nestled closely within the city proper and has a variety of diverse paved and dirt trails. You don’t have to be an architecture nerd to appreciate Frank Lloyd Wright's famous estate,  Taliesin , and on your way back, you can visit  Blue Mounds State Park , to enjoy some stellar views from the tallest point of this region of Wisconsin.

Starved Rock State Park, Illinois

The historic town of Ottawa, located at the intersection of the Fox and Illinois Rivers, is best known as the entryway to Starved Rock State Park , where tall bluffs and canyon frozen waterfalls provide one of the finest outdoor experiences near Chicago. While it is the most popular state park in Illinois, Starved Rock still manages to create one of the finest hiking and camping destinations around with 18 glacier-carved canyons and more than 13 miles of trails. Don’t miss the equally cool bluff-side expanses of nearby Matthiessen or Buffalo Rock State Park . And if you can swing a room for the night at the National Register of Historic Places-listed Starved Rock Lodge , by all means, you should. Wherever you stay though, there is plenty to do in and near Ottawa.

Galena, Illinois

As one of the best small towns in America , Galena has you covered if you're into strolling cobblestone streets amidst historic mansions and scenic rolling hills. With the entire Galena Historic District (home of more than 1,000 buildings constructed before 1900) listed on the National Register of Historic Places, you won’t have to wander far to realize why Ulysses S. Grant chose to make his home here. If you're feeling more outdoorsy, Galena is a great place to enjoy winter outdoor activities boasting a number of cool bluff hikes overlooking the Mighty Mississippi. Another hiking option includes the historic Stagecoach Trail outside town and nearby Apple River Canyon State Park . Stay off General Grant's beaten path at the snug LeFevre Inn which is nestled on 100 acres of land just outside of town.

Elkhart Lake, Wisconsin

This charming little hideaway about 30 minutes west of Sheboygan is often overlooked but shouldn’t be. The laid-back, pretense-free 292-acre lake boasts some of the clearest waters in Wisconsin, in addition to some A-plus fishing. The AAA Four Diamond  Osthoff Resort is a popular choice, but the area also offers a wealth of nature to get lost in thanks to its location near the gorgeous 30,000-acre  Kettle Moraine State Forest . Hike sections of Wisconsin’s 1,200-mile  Ice Age National Scenic Trail , explore the area’s rolling hills via bike on the 17-mile  Old Plank Road Trail , and be sure to spend some on your keister enjoying the view from the Osthoff’s private beach or the public  Fireman’s Park . Fall classics include brew tastings, hiking, biking, and no one ever hated on a crisp drive through Kettle Moraine.

Louisville, Kentucky

Louisville might be known for, you know, Kentucky fried chicken, and the Kentucky Derby, but there are actually so many more reasons to put this town on your bucket list. Warm up by walk through the bourbon district and sip your way around the many distilleries, from family-run favorite Peerless to well-known giant Evan Williams , or opt for the lighter stuff and get your fill of the bottomless breweries around town, like Chimera Brewing Company , Falls City Beer , Akasha Brewing Company , and more. Besides drinking, you can meander through Louisville’s vibrant historic Frankfort Avenue, a 2.5-mile stretch of boutiques, galleries, restaurants, and bars, get cultured and visit one of their outstanding museums like Roots 101 African American Museum , Louisville Slugger Museum & Factory , or seek some winter serenity at nearby parks The Parkland of Floyd Fork and Cherokee Park .

Vilas County, Wisconsin

If you’re looking for the great Wisconsin Northwoods experience, it’s time to point your GPS towards under-the-radar Vilas County. The charming tourist communities of Eagle River and Minocqua are essential area attractions, but for a better and more off-the-beaten path experience, check out the unrelentingly awesome  Coadys’ Point of View Resort in the town of Phelps near Wisconsin’s border with Michigan’s Upper Peninsula. Tucked away on the peaceful shores of North Twin Lake within the massive 661,000-acre  Nicolet National Forest , the resort offers everything from cozy cabins to luxury glampsites.

Shawnee National Forest, Illinois

No one is going to mistake Illinois for a natural wonderland, but the Land of Lincoln has one ace up its sleeve:  Shawnee National Forest , a brilliant expanse of approximately 280,000 acres that covers a large portion of the southern tip of Illinois. In other words, it’s the perfect spot to take a much-deserved break from the endless crush of bad news for a few days. Bask in the solitude of the national forest’s epic Garden of the Gods Wilderness (one of seven wilderness areas in the park) before making a peaceful meander through the Shawnee Hills Wine Trail : a 35-mile scenic drive featuring 11 award-winning wineries dotted throughout rural countryside towns like Cobden, Alto Pass, and Pomona. Want more Thrillist? Follow us on  Instagram ,  TikTok ,  Twitter ,  Facebook ,  Pinterest , and  YouTube .

Matt Kirouac is a Thrillist contributor. 

Jay Gentile writes about food & drink, travel, events, entertainment, and culture for Thrillist.

Elanor Bock is a Chicago born, New York-based professional dancer, writer, and renaissance woman, excelling at philosophy, mathematics, outdoor adventuring, and balancing six martinis on a tray in a crowded bar.