winery tours near chicago

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The best wineries near Chicago

Whether you prefer red wine, white wine or wine slushies, you'll find something to sip on at these nearby wineries

The Midwest may be better known for its breweries , but the region also boasts plenty of wineries. Some places grow their own grapes, using hearty varieties that can endure the cold to craft truly local bottles, while others import products to provide a taste of Napa or Europe without a plane ticket. These spots offer a great opportunity for a day trip from Chicago or can be part of a perfect weekend getaway , letting you taste plenty of wines, learn a bit about how they’re made and pair them with food and fun in the form of music, yoga or trivia. So check out our guide to the best wineries near Chicago and get to sipping.

RECOMMENDED: Boozy day trips from Chicago

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Amazing wineries near Chicago

1.  Sable Creek Winery

Driving time from Chicago:  One hour

This Plainfield winery uses grapes sourced from Illinois, Michigan, Missouri, New York and California to make a wide variety of dry and sweet wines you can taste alongside a plate of cheese or charcuterie. If you’re looking for some summer fun, chill on the patio with a wine slushie and order a s’mores tray that allows you to roast the marshmallows right at your table. The spot also regularly hosts special events such as trivia, bingo and live music.

14912 S Eastern Ave, Plainfield, IL

2.  Fox Valley Winery

Driving time from Chicago:  One and a half hours

Many of the varieties available at Oswego’s Fox Valley Winery are produced with grapes from Illinois vineyards, making these whites and reds hyperlocal. Try them at the tasting room where you’ll also find works from local artists on display, including wood carvings and pottery. Depending on the weather, you can sip your bold Petite Sirah inside or hang out on the patio and nibble on artisan cheese while having a glass of white sangria. Expand your palette with a flight or by signing up for wine clubs focused on dry or sweet vino.

5600 U.S. Route 34, Oswego, IL

3.  Galena Cellars

Driving time from Chicago:  Three hours

Visit this vineyard, where the winery’s grapes are grown, and then try the finished product in Galena Cellars’ renovated tasting room while snacking on local cheese, sausage and crackers. You’re also welcome to bring a picnic (and even your dog) and sip a glass in the winery’s large outdoor seating space. The vineyard boasts a guest suite and guest house if you want to stay the night after you get done tasting. Every September, Galena Cellars hosts its Fall Harvest Festival, which features grape stomping, live music and horse-drawn carriage rides.

4746 N Ford Rd, Galena, IL

4.  Round Barn Winery, Distillery and Brewery

There's a lot going on at this winery (and distillery, and brewery), which takes its name from the Amish round barn that serves as the centerpiece of a sprawling estate where the owners grow grapes, cherries and other fruit used to make wines you can enjoy on a deck or lawn overlooking the vineyard. Catch outdoor concerts on the weekend from May through October while snacking on pretzel bites with Kolsch beer cheese or smoked whitefish dip with housemade pita chips. Order one of Round Barn's beer and spirits if you’re visiting with someone who simply isn’t that into wine.

10983 Hills Rd, Baroda, MI

5.  Lynfred Winery

Driving time from Chicago:  45 minutes

The 1912 home of Roselle’s namesake Colonel Roselle Hough has hosted Lynfred Winery since 1979 and now brings more than 100,000 visitors to the village each year to sample its hundred varieties of wine. Stop in for a glass or wine tasting that's crafted to pair perfectly with a cheese flight. If you plan ahead, you can reserve a private wine tasting for two that comes with charcuterie and homemade bread, plus sweet treats. If you can’t make it to Roselle, you can also try the wines at Lynfred’s Wheeling or Highland Park locations.

15 S Roselle Rd, Roselle, IL

6.  Studio Winery

Studio Winery uses grapes from its own small vineyard and other Midwestern producers to make small batch wines and vermouth to please any palate. The distillery section of the business was added during the pandemic, so now you can visit the tasting room for a cocktail made with moonshine, vodka, rum, gin, brandy or whiskey. The space is also a working art and recording studio, and you’ll catch live classic rock and blues music every Friday and Saturday night.

401 E Sheridan Springs Rd, Lake Geneva, WI

7.  Broken Earth Winery

Broken Earth Winery grows its grapes and bottles its wines in Paso Robles, California, but you can try them at this Long Grove wine bar. Taste a variety of styles with a flight of four two-ounce pours while nibbling on cheese and charcuterie or ordering in from a local restaurant. Catch live music most Friday and Saturday nights, with entertainment ranging from jazz trios to Elton John tributes. Before you leave, hit the gift shop to pick up a bottle plus some accessories to improve your home drinking experience.

219 Robert Parker Coffin Rd, Long Grove, IL

8.  Cambridge Winery

Driving time from Chicago: Two and a half hours (Cambridge) two hours and 45 minutes (Madison)

The Cambridge Winery Event Center has become a popular destination for weddings held in its vineyard gazebo, but you don’t need an invitation to make a trip. Stop by on Wednesday nights when you’ll get $10 off any bottle of wine with the purchase of two pizzas, adorned with tasty toppings like barbecue chicken and pepperoni. You can also visit Cambridge Winery’s Madison tasting room and try a flight of red, white or sweet wines for $10, a price that’s waived if you buy two bottles to take home. Join the wine club at either location to earn discounts and access to special events.

700 Kenseth Way, Cambridge, WI and 1001 S Whitney Way, Madison, WI

9.  Bishops Hill

The 150-year-old castle-like building housing Bishops Hill had been a brewery and the headquarters for the Joliet Catholic Diocese before a group of friends bought it with the goal of bringing a European-style winery to the Chicago suburbs. Sample nine wines for $20 or sign up for a wine and charcuterie pairing with sommelier Linda Kloss, who will teach you the basics of tasting. Once a month the bar hosts a Saturday yoga session that includes a post-class glass of wine to help you relax. The castle grounds can also be booked for events.

310 Bridge St, Joliet, IL

10.  LambStone Cellars

Driving time from Chicago:  One hour and 15 minutes

This family-owned winery offers a mix of dry and sweet small batch wines made with grapes grown around the country that are fermented and bottled in Valparaiso. Visit LambStone’s tasting room for a sampling with a cheese board or food from Albano’s Pasta. If you buy a bottle a month, you can join the wine club for early access to new releases and a discount on all purchases.

1555 W Lincolnway, Valparaiso, IN

11.  Prairie State Winery

Offering more than 35 varieties, Prairie State’s wines range from dry reds to novelties like rhubarb wine and white wine infused with organic ginger. Try a glass while sitting on the patio and enjoying a bite, like ham sliders with gruyere or a Tuscan turkey panini with mozzarella,  from the kitchen. You can catch live music in the garden every other weekend through the end of fall.

222 W Main St, Genoa, IL

12.  Valentino Vineyards

Head to Long Grove for a real wine education and embark on a tour of the Valentino Vineyards, where 20 varieties of grapes are grown—you’ll then have the opportunity to sample the finished product as part of a tasting and wine appreciation seminar. Reservations are required for the vineyard tour and seminar, and recommended if you want a tasting of five of their wines aged in French and American oak barrels, including red and white ports perfect for pairing with chocolate-dipped strawberries.

5175 Aptakisic Rd, Long Grove, IL

13.  Acquaviva Winery

Driving time from Chicago: One hour

Acquiviva lets you explore the full winemaking process by touring the vineyards and the wine production facility. There are 30 and 60-minute options, including one guided by winemaker Sergio Benavides that offers wine paired with meat and cheese. You can also just drop in for a casual tasting or try a bottle while dining on traditional Italian fare at the on-site restaurant. Acquaviva is a popular venue for weddings and other parties, so it’s worth calling ahead just to make sure the place isn’t booked up before you hit the road. A second location in Batavia is in the works.

47W614 Route 38, Maple Park, IL

14.  Broken Brix Winery & Cidery

Get everything you need to make wine and beer at home at this shop with a tasting room where you can try a wide variety of drinks made on site, from chardonnay to barrel-aged cider to sparkling mead. Craft your own flight and then bring home some bottles plus a wine kit to get you going. The bar also offers a selection of classic cocktails, Belgian beers on tap, and neat whiskey and bourbon pours.

225 W Main St, St. Charles, IL

15.  Fruit Hills Winery & Orchard

Driving time from Chicago: 2 hours

Part of the Judson Fruit Farm, which has been run by the same family since 1852, Fruit Hills features four acres of grapes that can handle the cold like Itasca and Petite Pearl. They also make hard ciders from the apples grown on site, which you can get fresh in the fall, and bring in grapes and juices to produce popular wine varieties that can't survive the Midwest weather, like riesling and tempranillo. Come on Sundays to listen to live music on the deck while sipping a flight.

55503 State Road 15, Bristol, IN

16.  Shady Creek Winery

Driving time from Chicago: One hour and 15 minutes

Grapes from Michigan and California are used to make more than 30 varieties of wine at Shady Creek Winery. Try a flight paired with three small bites or come up with your own combos with their menu of pizzas, panini and salads. Catch live music on the weekend and check the calendar for special events like cheese and charcuterie classes, trivia or outdoor yoga.

2030 Tryon Rd, Michigan City, IN

17.  Running Vines Winery

Located just a few miles from the Indiana Dunes National Park, Running Vines uses grapes from California, New York and Washington to make wines, which you can try in sweet, variety or dry flights or a tasting of your own design. The spot regularly hosts trivia and live music, so gather a group to share some wood-fired pizza and cheese and charcuterie boards along with wine slushies.

101 Broadway, Chesterton, IN

18.  Village Vintner

Village Vintner crafts about 35,000 bottles of wine each year and you can get a taste of seven varieties of either dry or fruit wines in their tasting room. You can also get a glass in its restaurant, where it’s used to steam mussels with Italian sausage. The space includes a small brewery and the draft beers are available in sizes ranging from tasters to growlers. Dessert wines are only available by the bottle, so grab one for a sweet treat at home. 

2380 Esplanade Dr, Algonquin, IL

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The Midwest’s Best Wine Road Trips for a Scenic Getaway From Chicago

Explore these wineries in Michigan, Missouri, Ohio, and Wisconsin

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This fall, wine country is calling — and it is only a road trip away from Chicago. Napa Valley and Sonoma County in California are typically dream destinations for wine enthusiasts at all levels, but the Midwest has its wine regions. Missouri, Illinois, Wisconsin, Michigan, and Ohio have all grown table and wine grapes for generations. Common varieties like Riesling, Pinot Noir, Merlot, and Pinot Grigio, as well as French-American hybrids like Vidal, Seyval, Vignoles, and Chambourcin all thrive in the Midwest and can produce a range of sweet to dry wines. In recent years, wine production has become a sizable part of the state’s agricultural economy.

Believe it or not, the first American Viticultural Area was designated in Missouri (not California!) in June 1980. AVAs are designations to help winemakers show consumers where their wine comes from, so consumers could develop their tastes and buy wine from specific regions. Today, there are five AVAs across the Show Me State and over 130 wineries in production. The Buckeye state also has five AVAs, seven wine trails, and over 4,400 wineries that produce both grape and fruit wines.

Before Prohibition banned the production, consumption, and distribution of alcohol in 1920, Illinois was once one of the nation’s largest wine producers. Since 1997, the number of wineries has grown from 14 to over 100, including several urban wineries that can be found within the city limits.

Travelers looking for a weekend adventure that’s complete with majestic views, delicious food, and great vino, load up the car and head to one of these five Midwestern wine regions.

Shawnee Hills AVA, Southern Illinois 5-hour, 40-minute drive

View this post on Instagram A post shared by Blue Sky Vineyard (@blueskyvineyard)

Perhaps the closest wine region for Chicagoans is located in Southern Illinois, just 350 miles south of the city. The Shawnee Hills AVA , established in 2006, is home to a wine trail that consists of 11 wineries. Each winery has reservation requirements but offers flights of their signature sweet and dry wines and even some ciders. In addition to surrounding inns and cabins, there are a handful of vineyards that also have on-site suites that are perfect for small and large groups.

Wineries to visit: Alto Vineyards (Alto Pass), Blue Sky Vineyard , Kite Hill Vineyards

Places to stay: Peachbarn Winery & Cafe , Blue Sky Vineyard , Rock Lodge

August AVA, Missouri 5-hour, 50-minute drive

View this post on Instagram A post shared by AugustaWinery (@augustawinery)

As the first American Viticultural Area established, it’s only right that this area is the one to visit during a Missouri wine experience. Located just an hour south of St. Louis, these wineries also offer delicious seasonal and globally inspired cuisine in addition to their award-winning wines. While visitors can absolutely stay in a St. Louis hotel up the road, Augusta is known for its quaint bed and breakfasts.

Wineries to visit: Augusta Winery , Balducci Winery , Blumenhof Winery

Places to stay: Augusta Haus , H.S Clay House Bed & Breakfast , Lindenhof Bed & Breakfast

Wisconsin Ledge AVA, Door County Wine Trail 3-hour, 54-minute drive

View this post on Instagram A post shared by Door 44 Vineyard & Winery (@door44_winery)

Chicagoans are probably familiar with Door County as an outdoor summer destination. But they’ve got a thriving wine scene as well. The Door County Wine Trail is within the Wisconsin Ledge region and focuses on eight wineries that are on the Lake Michigan Peninsula that make fruit wine and wine from hybrid grapes such as Marquette, Marechal Foch, and Frontenac.

Wineries to visit: Stone’s Throw Winery , Simon Creek Winery , Door 44 Winery

Places to stay: The Lodge at Leathem Smith , Inn at Cedar Crossing , Black Walnut Guest House Bed & Breakfast

Leelanau Peninsula AVA, Michigan 5-hour, 10-minute drive

View this post on Instagram A post shared by Black Star Farms (@blackstarfarms)

Traverse City Wine Coast is home to over 40 wineries that specialize in a range of grape varietals. Fun fact about this region: it sits at the 45th Parallel – which is the same degree of latitude that world-class wine regions like Bordeaux, France, and Piedmont, Italy reside. While a humble brag, to say the least, this placement actually can be very helpful to ripening grapes at their best in both the Leelanau and Old Mission Peninsula AVAs. With so many options for lodging, visitors could choose to stay in Traverse City proper or explore a winery inn on one of the peninsulas.

Wineries to visit: Blackstar Farms , Rove Estate , 45 North Vineyard & Winery

Places to stay: Chateau Chantal , Hotel Indigo , Delmar Traverse City

View this post on Instagram A post shared by Vinoklet Winery & Restaurant (@vinoklet)

Ohio River Valley AVA 5-hour, 25-minute drive

As one of the most dynamic wine-making regions, Ohio has seven wine regions – with the Ohio River Valley Wine Trail being the nearest to Chicago. Producing traditional wines from grape varietals like Cabernet Sauvignon and Cabernet Franc, this region also does an excellent job making late-harvest wines that are sweeter and more succulent on the palate. To experience the entire wine trail, finding a place to stay in Cincinnati is ideal.

Wineries to visit: Hanover Winery , Vinoklet Winery, Fruitblood , Valley Vineyard

Places to stay: Hampton Inn & Suites Downtown , The Guild , The Cincinnatian Hotel

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Are you planning an exquisite wine-tasting trip to Windy City ? If that is the case, visiting the 5-star wineries the city has to offer is a must! The Midwest is renowned for housing some of the world’s best vineyards, and here at Pontarelli, you will find a dedicated Chicago Wine Tour Service that caters to all your needs. Our premium transportation services are always in high demand by clients traveling to the winery regions of Chicago to taste the world’s best wines. This is because we provide full access to a modern, sophisticated fleet accompanied by professional chauffeurs. Let us transform your next wine-tasting tour into an unforgettable experience; we promise you will not regret it.

Chicago Wine Tours

Chicago is renowned for housing some of the country’s best wine yards, providing an intense tasting experience. We are talking about 5-star wineries with long-lasting legacies, such as Lynfred Winery , Valentino Vineyards , or the Prairie State Winery . What all these venues have in common is that they are situated close to Chicago and that they all offer an intense wine-tasting experience. Our professional chauffeurs are familiar with all the hotspots in Chicago, and they will be more than happy to do all the heavy lifting so that you can sit back and relax. We can help you find the best wines in the area and discover some of Chicago's “hidden gems.”

There’s nothing more annoying than being the designated driver on a wine tour. Fortunately, this will not be something you need to worry about anymore if you book our Chicago Wine Tours . From the moment you contact us, our friendly customer support team will prioritize creating a tailor-made transportation plan that meets all your requests. It would be best to tell us what you need; we will care for everything else. Reward yourself for working hard all year and enjoy a premium wine tour.

The fleet is an essential element of a premium Chicago Wine Tour , and there is no doubt about that. Therefore, it shouldn’t be surprising to discover that we have invested in an extensive range of premium vehicles. Are you planning to visit the local wineries with a small group of friends? Our Chicago limo service is all you need! We put a wide range of luxury sedans, SUVs, and vans at your disposal. Are you in charge of planning a wine-tasting event with a large group? Our vans, buses, and coaches are available 24/7.

Famous Wineries in the Chicago Area

Wine lovers will have a blast in Chicago and the surrounding areas. There are dozens of 5-star venues; you can visit them all by riding with us. Since we are veterans of the transportation industry and our Chicago Wine Tours are always in high demand, we have gathered a list of the most renowned vineyards you and your party can visit.

Wild Blossom Meadery and Winery: A Toast to Artisanal Mastery

Wild Blossom Meadery and Winery is a must-visit destination. Immerse yourself in the cozy ambiance of their inviting tasting room, where each sip tells a story of passion and craft. Nestled in the charming neighborhood of Washington Heights, this winery is a treasure trove for enthusiasts seeking to explore the nuanced world of mead and wine. Let our professional chauffeurs guide you through the scenic routes of Chicago, adding a touch of relaxation and anticipation as you journey towards this hidden gem of artisanal excellence.

Lynfred Winery: Your Escape from the Everyday

Discover the perfect antidote to the hustle and bustle of office life at Lynfred Winery , a serene haven where time seems to stand still. Just 45 minutes northwest of Chicago, this enchanting winery unfolds as an oasis of tranquility, set against a breathtakingly scenic backdrop that captivates and soothes the soul. As you step into this peaceful retreat, let the worries of the workweek melt away, replaced by the calming beauty of vine-covered landscapes and the exquisite joy of fine wines. Leave the concerns of traffic, parking, and navigating behind. Trust us to handle every detail of your journey, ensuring you can fully indulge in the relaxing, sensorial pleasures of Lynfred Winery without a single care.

Fox Valley Winery: A Celebrated Journey in Wine

Embark on a voyage of discovery to Fox Valley Winery , a distinguished name in the world of wine since its inception in 2000. Renowned for its numerous international accolades, this winery promises an unforgettable wine-tasting journey. By choosing our Wine Tours in Chicago , you're not just planning a visit but setting the stage for an extraordinary experience steeped in award-winning flavors and remarkable craftsmanship. Enhance your tasting adventure with expertly curated food pairings, each bite designed to complement and elevate the character of the wines. Fox Valley Winery isn't just a destination; it's a celebration of the finest elements of the vinicultural world, waiting to unfold its delights to discerning enthusiasts like you.

Tabor Hill Winery: A Symphony of Natural Flavors

At Tabor Hill Winery , every sip reflects a commitment to natural purity and exceptional quality. This esteemed winery takes immense pride in its dedication to using locally sourced organic resources and pristine, unfiltered water. This mindful approach is the foundation of their exquisite collection, including fine wines, hand-crafted beers, and spirits aged in select bourbon barrels. When you visit Tabor Hill Winery, you're not just embarking on a typical wine tasting; you're immersing yourself in a rich tapestry of flavors, each glass a testament to the harmony between nature's gifts and artisanal mastery. Here, the tasting experience is more than a mere indulgence; it's a journey into what makes each beverage uniquely sublime.

12 Corners Vineyards: A Panoramic Paradise of Flavors

Discover the sprawling beauty of 12 Corners Vineyards in Benton Harbor, a jewel among Michigan 's wineries, with over 30 acres of lush vineyards nestled beside a picturesque hilltop. The vineyard's breathtaking scenery is a feast for the eyes, creating a serene backdrop that enhances the joy of wine tasting. But it's not just the views that make 12 Corners Vineyards a top-rated destination; the exceptional wine-tasting experience truly sets it apart.

As you enter their welcoming tasting room, prepare to be enthralled by a diverse array of exquisite wines, each offering a unique story and flavor profile. The ambiance of the tasting room, coupled with the stunning vista outside, provides the perfect setting to savor each sip.

Book Your Unforgettable Chicago Wine Tour Experience

Embark on a journey of exquisite flavors and unparalleled comfort with our Wine Tasting Tours in Chicago . To reserve your experience, call us at 312-361-4111. Our dedicated customer service team, available 24/7, is ready to assist you with any inquiries and ensure your wine tour is perfectly tailored to your preferences. Prefer to reach us via e-mail? Drop us at [email protected] , and we'll promptly respond to your queries or requests. Let us take care of the details while you anticipate a delightful and memorable wine-tasting adventure in Chicago.

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7 wine tastings and experiences around Chicago

Last updated on January 18, 2024 by Regine T. Rousseau

No matter what kind of wine experience you’re looking for, there’s something perfect waiting for you here in Chicago! From classes led by top sommeliers to tastings of exclusive blends, Chicago has something to satisfy every kind of wine lover. So come out and raise a glass at some of the city’s hottest wine spots. Not sure where to start? Don’t worry, I’ve got you covered with my top picks for wine tastings and experiences all around Chicago .

Pair wine with live music at City Winery

Wondering about how wine is made? It’s time to uncork your curiosity and experience the magic of wine-making at the City Winery . Located in Chicago’s West Loop neighborhood, City Winery is a working winery, restaurant, and music venue that hosts live music, comedy, and more.

Reserve your spot for a winery tour and tasting where you will discover the secrets behind the winemaking process. You’ll get up close with the equipment, from sorting tables to fermentation tanks. Throughout the tour, enjoy tastings of their award-winning wines and see what all the buzz is about!

Visit a wine lovers paradise

Esquire by Cooper’s Hawk , located in the lakefront Gold Coast neighborhood, is a wine lover’s dream come true. As you enter the three-story dining experience, prepare to be wowed by the stunning 50-foot glass wine tower, filled with over 1,600 bottles.

The tasting room offers a variety of guided wine tastings, curated around different themes and updated seasonally. A tasting room attendant will lead you through the experience, which includes four to eight different wines. The Variety Tasting features a wide range of classic favorites, while the Tower Reserve option includes rare and hard-to-find varieties. You can also opt for an exclusive cellar tour with Coopers Hawk sommeliers to finish off your wine experience.

Explore wine and culture at Bronzeville Winery

If you like to drink wine while listening to classical music in a tuxedo, this isn’t the place for you. Bronzeville Winery in Chicago’s historic Bronzeville neighborhood is a wine-snob-free zone. They are serving wine for the people. The wine list curated by Chicago sommelier Derrick Westbrook is thoughtful, approachable, and makes space for African American and women-owned brands. Check out their events calendar for Wine 101 classes and wine dinners or join their Wine Club for access to private wine tastings.

Check out a new urban winery

The city’s newest winery, Chicago Winery creates small-batch wine blends on-site and offers tastings, tours, classes, and more. Head to their Tasting Room to sample their locally made wines, with three different flights that consist of five wines. Guests can even create a custom flight of their favorites.

On the weekends, take a tour of the wine-making facility to see how the magic happens and taste the fruit of their labor. For the full Chicago Winery experience, make a reservation for brunch or dinner at LIVA, featuring dishes made with seasonal ingredients and a fabulous four-season outdoor patio.

Learn, drink, and repeat at Acanto

Instead of dusting off that old Duolingo account, why not learn about Italy in a much tastier way? Every Wednesday, join the team at Acanto , a long-running wine bar and restaurant in the Loop, for their weekly Italian wine class. You’ll spend an hour exploring wines from various locations throughout Italy, discovering hot new wine regions, traditional native varieties, and your new favorite summer patio wines. It’s the perfect place to expand your wine expertise, while enjoying Italian food and wine in a historic building on Michigan Avenue.

Escape to France at Le Midi

As soon as you walk through their doors at Le Midi , you’ll feel like you’re sipping on a glass of breezy rosé in the heart of Provence. This charming wine bar in Chicago’s Wicker Park has a warm and inviting atmosphere and features wines from lesser known producers and unexpected varieties. Let the friendly and knowledgeable staff recommend their top picks and tasty small plates to pair. Their calendar showcases tastings and events with local and visiting experts.

Pop bottle at Pops for Champagne

If you’re a fan of bubbly, Pops for Champagne is the ultimate spot. This legendary Chicago champagne bar in River North isn’t the kind of place where you play it safe with your usual drink order. Instead, hand over the reins and let your server guide you on an epic champagne adventure.

With over 200 options from rare vintages to selections from big champagne houses, they’ll definitely find something new that suits your taste buds. Make sure to check out their Tasting Series, an educational event that showcases the history and philosophy of a French champagne producer.

About Regine T. Rousseau

Regine T. Rousseau, is a Chicagoan and the Founder and CEO of Shall We Wine, a strategic marketing company. She is a contributor to WGN’s Daytime Chicago TV Show among other local TV shows around the US. She is a wine and spirits entrepreneur, writer, presenter, and media personality, focusing on making wine knowledge accessible to people at all levels of proficiency. She is recognized as 2022 Leader in the Wine Industry by Wine Magazine Monthly, a nominee of 2020 Wine Enthusiast Wine Star Awards, Wine Educator of the Year, a WSET Level 3 with Merit, an International Sommelier Guild Level II, and Executive Bourbon Steward, Stave and Thief. Regine has traveled around the globe sharing her wine and spirits expertise. She has authored or been featured in articles in the The Drop, New Yorker, Wine Enthusiast, Pix Wine, Black Enterprise, Black Food and Beverage, Wine Spectator, the Zoe Report, Forbes and Chicago Tribune. Regine is the author of Searching for Cloves and Lilies: The Wine Edition, a book that pairs her original poems with wines. 

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Winery Tours and Tastings at Chicago Winery

• Next open Wednesday 4:00PM Closed
• 739 North Clark Street Chicago 60654 United States
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Price — $20.00 – $44.70

Join us to see where the magic happens in our metropolitan winery.

Drink in Knowledge on a Chicago Wine TourImmerse yourself in the world of winemaking – Winery Tours Beginning February 25thWe’re more than just a pretty place to sip delicious wine and eat good food — we’re a working winery crafting small-batch boutique blends on-site. Tap into our expansive knowledge on all things winemaking with a Chicago wine class that will enhance your appreciation of what’s in your glass.

Our expert tour guides will go over the whole process, from how we source our grapes to bottling to get the final result. Wine can be daunting, but we’ll break it down for you in a way you can understand — and enjoy. You’ll also learn about our humble beginnings in Brooklyn and how we made our way to Washington, D.C. and then here to Chicago. And don’t worry that you’ll only be fed information — each tour includes a seated tasting, too.

The Chicago Winery tour and wine tasting experience will begin in our tasting room then guests will head to our winery, production space, and barrel room, all while tasting 5 wines specially selected by our winemaker, and wine educators.

Tour Hours:

Saturdays: 2PM and 6PM

Sundays: 2PM and 6PM

$44.70 per person (price includes tax)

Program Length:

Approximately 6o minutes

• Monday Closed
• Tuesday Closed
• Wednesday 4:00PM – 9:00PM
• Thursday 4:00PM – 9:00PM
• Friday 4:00PM – 9:00PM
• Saturday 12:00PM – 8:00PM
• Sunday 12:00PM – 8:00PM
• Accepts Credit Cards
• Gift Certificate
• Private Parties

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SPECTRUM BY MIRARI

875 N MICHIGAN AVE April 7, 2024 - May 6, 2024 The Magnificent Mile Association and SSA 76 invite you to experience the U.S. premiere of Spectrum by Mirari. This 4 week limited engagement experience is hosted by Hearn at 875 North Michigan Avenue.

From the Blog

Spectrum by mirari.

Experience a one of a kind fusion of light and sound at the plaza of 875 North Michigan Avenue. From April 7th to May 6th, immerse yourself in an interactive installation that delves deep into the phenomenon of communication. Read more

Announcing The Magnificent Mile™ Tulip

Chicago's springtime tradition blooms again! Every year, Michigan Avenue transforms into a vibrant floral spectacle with tens of thousands of tulips bursting into color in mid April to early May.

Open House Chicago: Explore Chicago's Architectural Wonders

Enjoy a lively day in Chicago starting with a one of a kind experience at Ed Debevic's. Then off to your Open House Chicago 2023 adventure. Savor a Halloween-themed afternoon tea at The Ritz-Carlton Chicago. Finally, end your day with some fun at Flight Club. 

Chicago Vintage Fest Mother's Day Pop-Up

Saturday, May 11th & Sunday, May 12th 12 – 6PM, Daily Pioneer Court, 401 North Michigan

This Weekend: Dash to The Altar™

In this season of love, celebrate  as  26 happy couples say “I do” on  October 7th at  The Wrigley Building  before the Chicago Marathon  on October 8th .  Keep reading  for what  your weekend in  the heart of Chicago  has in store .  

Kick-off the Fall Season In Style

Welcome to the vibrant Autumn season! Embrace the fall energy with a pumpkin cream nitro coffee from Beatrix. Sip on their new pumpkin cream nitro coffee while enjoying your choice of sweet or savory breakfast to start your day! Read more

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Taste The Midwest’s Best Wine On This Road Trip & Winery Tour To Southwest Michigan

Out of the city and into the Vineyards!

Want to get out of the city for a day? Love wine? Hop aboard this winery tour from Chicago to Southwest Michigan next month! Tickets come with a complimentary lunch, a custom wine glass, and roundtrip transportation. Get yours now!

This tour makes the ultimate Galentine’s Day celebration. You’ll take a two-hour road trip in a premiere coach bus to Michigan wine country. Take in the countryside while bonding with your best friends as Cannonball staff guide you through some of the best wine in the midwest.

During the winery tour, you’ll enjoy approximately 20 wine tastings at four different wineries: Lemon Creek Winery, Founders Wine Cellar, St. Julian Winery, and Round Barn Winery. Come lunchtime, you’ll enjoy a hearty lunch with the choice of two meat selections, pasta, veggies, and a delicious dessert.

There are three busses that leave at three different times, so whether you’re an early riser or prefer to get on the road a little later, you can still enjoy this wonderful road trip and winery tour. Here’s the full schedule:

• 8:45 am – Arrival and check-in
• 9:00 am – Bus departs
• 11:00 am – Lemon Creek Winery
• 12:00 pm – Founder’s Winery
• 2:00 pm – Round Barn and St. Julian Winery
• 3:30 pm – Depart MI and head back to Chicago
• 5:30 pm – Arrive back at 600 N. Clark St.
• 9:15 am – Arrival and check-in
• 9:30 am – Bus departs
• 11:30 am – Lemon Creek Winery
• 12:30 pm – Founder’s Winery
• 2:30 pm – Round Barn & St. Julian Winery
• 3:45 pm – Depart MI and head back to Chicago
• 5:15 pm – Arrive back at 600 N. Clark St.
• 10:30 am – Arrival and check-in
• 10:45 am – Bus departs
• 12:30 pm – Lemon Creek Winery
• 1:30 pm – Founder’s Winery
• 3:30 pm – Round Barn & St. Julian Winery
• 5:00 pm – Depart MI and head back to Chicago
• 7:00 pm – Arrive back at 600 N. Clark St.

The wine tour has multiple weekend dates Feb 1-29. Some busses and dates are already sold out, though, so act fast!

Ride away to wine country! Tickets are on sale now.

Feature Image courtesy of Fever.

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Chicago Wine Tour

Chicago is a city where the bustle of urban life harmoniously blends with the serene beauty of vineyards. Embark on our Wine Tours in Chicago , a symphony of taste and luxury woven through the streets of this magnificent city. Ideal Charter Bus invites you to indulge in a sensory expedition transcending mere transportation. Let us guide you through the rich tapestry of Chicago’s wine culture, where every destination is a new chapter in your story of discovery.

An Oenophile’s Odyssey

Our Chicago Wine Tours whisk you away on a scenic adventure, where rolling vineyards and charming wineries become the backdrop for an unforgettable experience.

In the serene town of Roselle lies Lynfred Winery , a picturesque estate where the art of winemaking and the beauty of architecture intertwine. Here, each sip of wine whispers the rich history and passion that shape their craft. The vine-covered tasting room changes with the seasons, offering a natural backdrop that enchants the senses.

Not far from Chicago, Valentino Vineyards and Winery represent diversity and quality. Wander through the vineyards, where the sun-kissed grapes tell their tale. The vineyard offers an educational journey, where each tasting is not just about the wine but also about understanding the intricacies of winemaking. The knowledge and passion of the staff shine through, making every visit a memorable chapter in your wine journey.

In Genoa, Prairie State Winery reflects the dedication of its founders, transforming Illinois-grown grapes into a palette of distinctive wines. With its cozy tasting room and small-town charm, this winery invites you to become part of its story.

About an hour’s drive from Chicago, Acquaviva Winery offers more than just wine; it’s a cultural experience. The winery is a canvas painted with beautiful vineyard views, while the Ristorante di Acquaviva serves dishes that harmonize with its wines.

Fox Valley Winery is a sanctuary of small-batch winemaking. Quality takes precedence over quantity, with each wine bearing the mark of excellence. Their tasting events and seasonal food pairings offer an ever-changing experience, reflecting the winery’s commitment to innovation.

These wineries near Chicago are not just destinations but gateways to stories, emotions, and the rich tapestry of Illinois’ wine culture. Embarking on our Chicago Wine Tasting takes you through scenic beauty and the intimate experience of vineyard life.

Luxurious Wheels for Every Taste

Our fleet of immaculate vehicles, each meticulously maintained and impeccably appointed, ensures your comfort and style. Our Cadillac Escalade, comfortably seating six passengers, provides an air of sophisticated intimacy for smaller, intimate gatherings. Are you craving a touch of classic luxury? Our Cadillac XTS, ideal for three guests, is a timeless choice.

Do you envision a more significant celebration? Our fleet offers a perfect match. The Chevrolet Suburban effortlessly accommodates six passengers, while the 14-passenger Sprinter van ensures everyone can relax and enjoy the company. For truly grand occasions, our 24-passenger mini bus, 39-passenger executive coach bus, and even a 56-passenger motor coach offer unparalleled spaciousness and comfort, ideal for transporting larger groups to renowned Wine Tasting in Chicago .

Your Next Chapter Begins Here

Are you ready to embark on an unforgettable journey through Chicago’s renowned wine country? Ideal Charter Bus awaits the pleasure of being your partner in this exploration of delightful flavors and exquisite settings. Contact us today at 773.570.1111 or email [email protected] to request a quote or make an online reservation. Let us transform your Chicago Wine Tasting aspirations into a memory that will linger long after the last sip.

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Ideal Charter Bus Reviews

We needed transportation for ten of my son’s friends to a paintball party and used Ideal Charter. I had never used them before and really didn’t know anything about them, but their quote for the job seemed reasonable and their response time to my question was the most prompt of any service I looked into (they actually responded to me on a Saturday; everyone else waited till Monday to respond). I couldn’t have been happier with the experience. Tom (the owner?) was personable and courteous on the phone, and even called me the day before (unasked) to confirm the time and location of pickup. He drove the van himself, showed up promptly, got us where we needed to go on time, and was very mellow with a mini-bus full of thirteen year olds. The van was pristine and didn’t have any weird smells like old cigarette smoke or chemically cleaners. I’m always nervous about using new services, but Ideal came through with shining colors and I’d use them again in a heartbeat.

Marjorie F.

I just wanted to reach out to you regarding our rental of your Coach on Friday, May 1st. Thank you, thank you, thank you!!!! Everything worked out perfect for our transportation needs on that night. Nick was an awesome driver, and ALL of us on the bus marveled at his driving skills in Chicago ☺ I cannot say enough about Nick being there in a timely manner, his professionalism and courtesy to all of our guests. Renting this transportation made all of our guests more at ease being in Chicago, and not having to worry about parking, directions and being on time for the Rehearsal / Rehearsal Dinner. Again, thank you for a job well done!!

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Welcome to Chicago Safaris

A NEW EXPERIENCE FOR YOUR DAY IN THE CITY

Sightseeing, Tasting Tours, and more in the Chicagolaand area!

WINE TOURS TO SW MICHIGAN AND MORE

Have your own favorite spots?

Call us today for a fully customizable experience in the city or for a local event. Whether it's a football tailgate, transportation for a wedding party, or even just a quiet dinner in the city, we're happy to accommodate!

Chicago Safaris provides the city’s guests and locals a “Build-Your-Own” urban underground experience, escorting them in a luxury excursion vehicle through a private tour of the trendiest locales, must-see Chicago architecture, and hidden marvels.  

Our vision is to become an industry leader that continues to innovate and provide a luxury experience that is differentiated from the rest of the pack.

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Use code spring20 for 20% off, e-gifts delivered instantly, tour and tasting at chicago winery.

Chicago, Illinois

Indulge in the ultimate Chicago wine tasting tour, where you'll savor a curated selection of exquisite wines amidst the vibrant cityscape. Expert guides will enrich your palate and knowledge, making it an unforgettable outing for wine enthusiasts and friends alike.

🍇 Expertly guided grape-to-bottle journey

🍷 Accessible and enjoyable experience for all

🥂 Includes seated tasting for a delectable experience

🎉 Fun, enlightening adventure into wine appreciation

🌟 Perfect for solo adventurers or group outings

Availability

After purchase, you can request your preferred dates and times by following the instructions in the email you receive. If it's a gift, the recipient will also get an email with booking instructions.

Year-Round, Wednesday - Sunday

Practical information

Any restrictions to participate?

• Age : 21+ with a valid ID

Who can you accommodate for?

• Individuals with disabilities : Accessibility for wheelchairs

What to expect on the day of the experience?

• Duration : 1 hour
• What’s included: W i nery tour and wine tasting of 5 wines.
• Who will be present : You will have a wine expert with you at all times as well as up to 12 additional participants.
• Photo/ video : You can take your own photos.

How to prepare?

• Weather dependency : This is an indoor experience.
• Arrival : Plan to arrive 15 minutes in advance.
• Parking : You can park your vehicle at One W. Superior for $19. Directions and codes will be given after booking.
• Restrooms : Restrooms are available on site.

Full description

Tour Highlights:

• Discover the Art of Winemaking: Immerse yourself in the fascinating world of winemaking as expert tour guides lead you through the entire process, from grape sourcing to bottling, unveiling the secrets behind crafting the perfect wine.
• Demystify the Wine World: Wine may seem intimidating, but fear not! Your guides will demystify it for you, breaking down the complexities into an accessible and enjoyable experience, ensuring you leave with a newfound appreciation for wine.
• Taste the Excellence: Beyond informative sessions, each tour includes a seated tasting, allowing you to savor a selection of the finest wines, making it a truly immersive and delectable journey into the world of wine.

Returns, exchanges and cancellation

Unused Experience Vouchers can be returned within 30 days for a full refund to the original purchaser, no questions asked.

If you have any unused Experience Vouchers, you can exchange them for anything else in our marketplace, no matter when. If you choose an experience that's more expensive, you'll need to pay the difference, but if you choose one that costs less, you'll receive a credit towards your next booking.

No refunds are allowed once the experience is booked, but you can reschedule up to 48 hours before your experience, for a date within a year of the original booking. To reschedule, contact the experience provider directly. No-shows or rescheduling less than 48 hours in advance means losing the value of your experience.

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The guide was very knowledgeable, there wasn’t much of a tour just a tasting

Unused experience vouchers can be returned within 30 days for a full refund to the original purchaser, no questions asked. If you have any unused experience vouchers, you can exchange them for anything else in our marketplace, no matter when. If you choose an experience that's more expensive, all you’ll need to do is pay the difference, but if you choose one that costs less, we’ll send you a credit towards your next booking!

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Main Content

Fruitful vine tours.

Wine Tours in Southwest Michigan and beyond

Experience the Lake Michigan Wine Region in comfort and luxury

Focus on the tastes, the colors, and the scents you find at your favorite wineries. Spend relaxing time with friends and family. These special occasions are meant to remember. We take care of all the details: driving, tasting fees, lunch, and more so that you are free to relax and enjoy the day.

Plan Your Adventure

Start in St. Joseph, Michigan

Begin your tour in the sophisticated and idyllic St. Joseph, MI. Choose from our Vino Coach or Wine-O-Wagon. You may also book a Private Transit tour for just your party.

Start in New Buffalo, Michigan

Begin your tour in laid back destination town New Buffalo, MI. Choose from our Vino Coach or Wine-O-Wagon. You may also book a Private Transit tour for just your party.

Start in Indianapolis, Indiana

Expand your adventure landscape to include hip winery locations in Indianapolis and book a Private Tahoe tour for your party.

A Tour for Every Taste

Booking availability begins in may.

Wine-O-Wagon Tours

The Wine-O-Wagon is a delightful open air tour with an ideal social and engaging experience for up to 14 people. $190.00/person

Full Availability Open Now

Vino-Coach Tours

Explore Southwest Michigan wine country in comfort and style. This fun and informative tour option acommodates up to 14 people. Between $190-197.00/person

Private Transit Tours

We have the perfect option for your large group private luxury tour needs, with our private transit. Tailor this experience to your group's exact needs. Prices vary based on chosen options.

Private Tahoe Tours

If your group is smaller, yet wants to experience our private luxury tours, our ultra-plush Tahoe option is for you. Tailor this experience to your group's exact needs. Prices vary based on chosen options.

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Enjoy some of our past tours, get to know us.

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269-978-8777

©2024. Fruitful Vine Tours, Southwest Michigan and Indiana. All Rights Reserved. Website designed by JLUX Designs, LLC.

Ever wondered how 3 Cabernets can taste so different?

Experience chicago with red grapevine wine & culinary tours to find out, chicago wine tasting tours & more.

Experience relaxing wine and culinary tours to Chicago’s most historic venues with Red Grapevine Tours. Bring your friends and family along as you stroll through iconic downtown learning about and tasting different wines paired with delicious appetizers.

Enjoy lively discussions as your personal Sommelier shares tips on how to pair wine with food and how to select wine from a menu. You will learn about the styles of wine and what makes them unique. In addition to this, you will be offered cultural, historical, and architectural insights along the way.

Book your visit today!

Iconic Downtown Tour

Private Chicago Tours

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Photos by Lana Abie, Brooke Lark, Jez Timms, Terry Vlisidis.

The 12 Best Spots for Wine Tasting in Chicago

PureWow editors select every item that appears on this page, and the company may earn compensation through affiliate links within the story. All prices are accurate upon date of publish. You can learn more about the affiliate process here .

When you think of Chicago, “wine country” doesn’t exactly come to mind. After all, with so many brutal winters to get though, it takes a strong grape to survive this neck of the woods. But while we may not be blessed with vineyards galore, à la Napa, California, or even the variety of soils seen in Walla Walla, Washington, we’re here to assure you that you can still have a good fabulous vino experience in the Toddling Town. In fact, we found 12 wine tasting Chicago experiences that even the biggest connoisseurs of the beverage will delight in. See which ones made the cut—and why they’re so special—below.

Socially Distant Napa Wine Tasting Experiences

1. Rpm Seafood

We’ve got one word of advice when it comes to RPM Seafood’s newly launched Sommelier Experience: Go. Yes, it’s on the pricier side at $225 a guest (there’s room for up to four), but we can honestly say that we think it’s worth every penny. Not only will you get to savor limited wine selections as chosen by the restaurant’s wine director, Richard Hanauer, but each one comes with a perfectly paired (and sized) dish to accompany it courtesy of chef Bob Broskey, who marries unexpected textures and flavors into his menu with verve (think a crunchy potato chip atop a melt-in-your-mouth piece of tuna). The seating is semi-private, making you feel like a VIP, and you’ll have plenty of face time with your sommelier, so you can ask as many questions as you want about the glasses you’re being presented with (each one in its own appropriate vessel, naturally). The best part? The menu changes nighty. While we enjoyed pearl oysters with a citrusy flair, the absolute best Georges Bank scallops we’ve ever had in our life, New Caledonian blue prawn risotto and Maryland black bass, tonight’s offerings include prestige oysters, bigeye tuna with wasabi vinaigrette and Australia Murray cod, for instance, so you’re not likely to have the same experience twice. Not into seafood? Try RPM Italian’s version instead, which has a heavier focus on homemade pastas.

Tuesday through Saturday, 6 p.m. to 8:30 p.m.; $225, 317 N. Clark St., Chicago IL 60654; rpmrestaurants.com/rpm-seafood-chicago

2. The Fromagerie And Tasting Room

Put quite simply, The Fromagerie and Tasting Room is a wine-lover’s dream. This gem of a wine and cheese shop and sampling space in the heart of Andersonville has all the usual trappings, from the rotating meats and cheeses, conservas and jams to the charmingly rustic décor. Its standout feature, however, are the insanely educational wine tastings it offers diners every Wednesday, Thursday and Saturday night. Whether you prefer to tune in virtually on Wednesdays or join the intimate group that gathers in-person on Thursday evenings, you’ll be treated to a class-style learning session about a region of your sommelier’s choice (currently, France and South America, respectively). Complete with a full-on slideshow packed with information about everything from the supplier and the tasting notes to the meal pairings, you’ll take in a ton of information—even if you’re already well-versed in the art of vino. That’s partly because the team members here go out of their way to challenge themselves, presenting lesser-known wine terroirs that aren’t typically touched upon. Upon our visit, for example, the focus was on Uruguay—a region with just one known producer currently shipping to the Windy City. You’ll also benefit from the knowledge of your fellow class-takers, who may pick up on a subtle note of leather in a glass where you had only detected spiciness. And, if all that’s not enough to whet your whistle, there’s always the one-off tasting sessions that happen every Saturday.

Wednesdays, 6. p.m., Thursdays, 6 p.m. and Saturdays, 3 p.m., From $35, 5555 N. Clark St., Chicago IL 60640; uvaechicago.com

3. City Winery

You can’t mention wine tasting in Chicago without mentioning City Winery in the same breath. With two locations to speak of (one at the Riverwalk and one on Randolph Street), the facility has been serving up its own blends in Chitown since 2012, so there’s plenty to try—and to see. We visited the sprawling space on Randolph and were blown away by the vast, open dining rooms (yes, plural), which are aptly decorated with wine bottles and barrels galore, and even more impressed by what lay behind the scenes: namely, the industrial-sized coolers, fermentation vessels and barrels where all the wine-making magic happens. Thanks to the private tastings being offered here, you can take it all in with the help of a vastly knowledgeable guide, who will talk you through the finer parts of wine-making or, should you prefer to get a little more hands-on, you can learn how to produce it yourself with the winery’s blending option . Either way, the interactive element that you’ll get from joining a group tour or the ongoing Q and A and discussion you’ll have with your guide is sure to make for a perfect girls’ day out. And when you’re done? You can take in a little entertainment, since the venue hosts everything from comedians and TV personalities ( The Bachelorette ’s Katilyn Bristowe recently swung by) to music acts galore. Eat your heart out, Sonoma.

Fridays, 4 p.m., Saturdays and Sundays, 12 p.m., 2 p.m. and 4 p.m., $50, 1200 W. Randolph St.; citywinery.com

4. Cooper’s Hawk Wintery & Restaurant Esquire Chicago

We get it: Things can get a little… hairy when you’re “tasting” multiple adult beverages on an empty stomach. If you’re looking for a place where you can get your nosh on as well as your sipping, Cooper’s Hawk is your best bet. The meals are not only delicious, but hearty, and top notch for the value—we recommend the restaurant’s version of a surf and turf, which comes with perfectly sized portions and mouthwatering finishes of the classic dish (pistachio-crusted grouper, anyone?). The tasting room is set up in a Napa style, and each sipping session gives you carte blanche to try out seven to eight different glasses with an attendant as your guide. (Pro tip: Sign up for the winery’s membership club to get a free monthly tasting for two.) As for the wines themselves, which feature grapes transported to the winery straight from vineyards in California, Washington and Oregon, they’re a big step up from many you’d find on the grocery store shelves. Whites, like the Cooper’s Hawk sauvignon blanc, present as light and effervescent, while reds, like the Lux cabernet sauvignon, are smooth without a hint of bitterness. While the Oak Street location won’t reopen until March 21, you can still get your fix in the meantime: Plenty of the company’s 47 other locations are ready for dining now (we’re partial to the nearby and equally charming Oak Park venue, which has the most charming gift shop known to man).

No reservations required, From $15, 58 E. Oak St., Chicago IL 60611; chwinery.com

It’s no secret that Chicago is a foodie town, so it stands to reason that some of its top (we’re talking two Michelin star top) restaurants would have some amazing wine offerings, to boot. Case in point? Ever. The Fulton Market eatery has once-a-month blind tastings led by wine director and co-owner Michael Muser, during which guests will explore flavors from both the New and Old Worlds. Despite the restaurant’s many accolades, however, there’s nothing pretentious about the way Muser guides the small groups that join him each week through each varietal, with a rotating roster that could take you around the world or delve deep into one particular wine territory in equal measure. You’ll want to book your spot early, however, as these events tend to sell out, and quick.

Saturdays, March 12, April 2 and May 14, 10:30 a.m., $150, 1340 W. Fulton St., Chicago IL 60607; ever-restaurant.com

6. Wc Winery & 25 Boccé

If you’re a fan of reds , you won’t want to pass up a tasting at WC Winery with the facilities’ own winemaker, Jeff Doornbos. Hosted in a private room with space for up to 10 guests, each private tasting includes a flight of no less than four rouge blends (cab, sangiovese, barbera and syrah), plus a blended 10-year-old port. Add in a few barrel-aged masterpieces and a sparkling riesling, and you’ve got the starting lineup of your very own wine Super Bowl. Good thing there’s plenty of hors d’oeuvres included to go around!

Fridays, 7:00 p.m. to 9:00 p.m., $40, 4045 N. Rockwell St., Chicago, IL 60618; wc-winery-com

On Wednesdays, you’ll want to sidle up to a spot at the bar at Aba (or the dining room, if you can snag a table), where sommelier Alex Augustine will undoubtedly be hosting “wine Wednesdays.” With pours from rare bottles that will pique the interest of even seasoned winos, each weekly event has an agenda (next week, for instance, guests can enjoy a red blend called Birichino Scylla that hails from the west coast), and you don’t even have to make a reservation to get in on the action (though we’d highly recommend it).

Wednesdays, 302 N. Green St., Chicago IL 60607; abarestaurants.com

8. Wild Blossom Meadery And Winery

If you’ve had your fill of chardonnay, pinots and even rosé, why not try something new? Wild Blossom Meadery and Winery offers daily tastings of mead on the city’s south side. What is mead, you ask? It’s a dry to sweet alcohol that’s made by fermenting honey with yeast that the winery says dates back roughly 8,000 years or so (nbd). For $20, you can choose to try it as a flight of four, on the patio, by a firepit with s’mores (um, yes?) or in an educational session. For $125 per couple, you can even make your own for a brewing class. Prefer the classics? Opt for the winemakers’ class for $149 per couple instead.

From $20, 9030 S. Hermitage Avenue, Chicago, IL 60620, wildblossommeadery.com

9. Winestyles

While many tastings end at four glasses, WineStyles’ weekly events offer up to six samples for the bargain price of $10. Here, regions from around the world are discovered (at least in the culinary sense), allowing you to take a tasty journey across the globe. This week’s destination is Paso Robles, California, with selections being poured from the area’s own Vino Robles Winery.

Thursdays, 6:00 p.m. to 8:00 p.m., From $10, 6182 Northwest Hwy., Chicago, IL 60631; winestyles.com/norwoodpark

Relatively new to the tasting scene is French Mediterranean neighborhood haunt Le Sud. Each month, wine aficionados gather at the Roscoe Village hot spot to dive into different flavors that span the continents. Selections include reds, whites and bubbles, with hors d’oeuvres pairings from chef Michael Woodhill to accompany their exotic flavors. The cool thing about this one? You’ll leave with a whole lot more than the experience—your ticket price includes three complementary bottles of wine, tasting notes and pairing recs.

Thursday, March 3, 7:00 p.m. to 8:00 p.m., $69, 2301 W. Roscoe St., Chicago, IL 60618; lesudchicago.com

11. Picnic Wine & Provisions

You don’t have to spend a ton of cash to have a fun wine tasting experience. For $5 (yes, you read that right), you can hit up this Rogers Park destination to share a glass with other members of the community at a table, on the patio, or, in the summer months, on a blanket, picnic style. In fact, that’s kind of the point: Owner Liz Ahearn does what she can to “[bring] people together to share ideas and get to know their neighbors over wine, food and art.” The menu is sustainably sourced, the company is jovial and the wine is all available to take home by the bottle, with the $5 fee being waived for those who make a purchase.

Thursdays, 5 p.m. to 7 p.m., $5, 7301 N. Sheridan Rd., Chicago IL, 60626; picnicwineandprovisions.com

12. Vin312 Winery

Many restaurants got creative in the face of COVID-19, and Ravenswood’s Vin312 Winery is certainly no exception. While it’s now welcoming customers back in for in-person tastings, we can definitely see the continued appeal of the virtual tasting kit winemaker Warner DeJulio has cooked up, which is essentially the perfect date night in a box . Once you purchase it, you’ll receive a link to schedule a walkthrough of the five 2-ounce bottles found inside from DeJulio himself at your convenience (just be sure to book at least a week out to ensure they’re delivered by your desired date). The box also contains tasting notes, a coupon for a future visit and 20 percent off a winery membership. Need more? Upgrade to the full bottle tasting for $149.

From $35, vin312.com

7 Types of Wine to Know (Even If You're Just a Casual Drinker)

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Winery Tours Transportation Service in Chicago

Wine tasting bus tours are the perfect way to enjoy a delicious glass of wine, or three, with friends and family. Call us for your wine tour transportation rental in Chicago, IL.

Comfortable Winery Tour Bus Rental Near You

With Infinity Transportation, your next winery tour doesn’t need to include a designated driver or ridesharing apps. We offer comfortable and convenient transportation for wine tours so everyone can participate in the fun, and our professional, experienced drivers will ensure your group arrives safely at every stop on the tour.

Our Safe Buses for Winery Tours

Our first priority is your safety and satisfaction on every trip you take. Infinity Transportation makes winery tour bus rental in the Chicagoland area easy, so you can sit back and relax.

57 Passenger Motorcoach

• USB Outlets
• TV/DVD/CD Player

54 Passenger Bus Rental

• Private Restroom
• PA/Microphone System

35 to 44 Passenger Bus Rental

• Laminate Wood Flooring
• Central AC & Heating
• Large Storage

24 Passenger Mini Bus

Bus Tour Trips to the Best Wineries Near Chicago

If you’re in Chicago and looking to try a wide array of delicious wines, there’s no need to fly cross country to find some. At Infinity Transportation, we offer wine tasting tours that will appeal to everyone, from wine connoisseurs to friends just looking to enjoy a weekend together. The Chicago area has many beautiful wineries like Lynfred Winery, Fox Valley Winery, Prairie State Winery, and more!

Planning Your Wine Tour

Just give us your itinerary for your winery bus tour and leave the rest to us. Infinity Transportation will provide you with unmatched service and drivers to make it happen. With over 20 years of experience, we can help you get the most out of your day, so you can remember this trip for years to come.

Wine Tour Transportation Services You Can Rely On

Whichever wineries on your itinerary, we’ll get you there, so sit back and enjoy your glass of wine.

Southwest Michigan Wine Trail

Bus tours to Michigan wineries from Chicago allow your group time to relax and bond on the way.

Northwest Indiana Wine Trail Tours

From Anderson’s Winery to 219 Taproom to Running Vines Winery, a south shore winery trail will appeal to everyone.

Galena, IL Wine Tasting Bus Tours

Galena, IL has beautiful wineries to choose from including Galena Cellars Vineyard and Winery, Massbach Ridge Winery, and more!

Wild Blossom Meadery and Winery

If you’re looking for a luxury wine experience and an artisanal brewery, Wild Blossom Meadery and Winery is the perfect choice for you.

Lynfred Winery

Lynfred Winery, with its elegant decor and beautiful views, offers an unmatched wine tasting experience.

Fox Valley Winery

Local artisans are responsible for Fox Valley Winery’s modern and inviting decor to make you feel cozy as you sip by the fireplace.

Why Choose Us for Winery Tour Transportation

Safe, insured, and reliable.

Our transportation for a wine tour is safe and insured, so you can ditch the designated driver role.

Trusted Local Professionals

With 10 years of experience and thorough knowledge of the region, our drivers will know the best routes for wine-tasting trails.

Great Customer Service

Our dedicated team will work hard to make your wine tour enjoyable and stress-free.

All the Amenities You Need

We want you to be comfortable on your tour, so our buses are equipped with plug sockets, reclining seats, and more.

Testimonials

Jonathon B was our designated driver for the day and he provided 5 Star service for our group. We completed a mini-tour of Chicago and he was very knowledgable and had a great repore with our group. I would definitely use Infinity Transportation again !!!

On time and professional. Bus was comfortable and clean!

The driver, Akia McKee, arrived on time the morning of our trip, she was courteous and kind, the bus was very clean and warm. Upon pick-up she contacted me to let me know she was there and where/how we should meet her to board the bus back home. There was a lot of pick-up traffic at the event and she parked about 1/2 block away which was very convenient. Everything worked out perfectly!

Illinois Areas We Provide Charter Bus Rentals For

We serve businesses, organizations, and private parties across Chicago and surrounding areas, from Glencoe and Northbrook to Joilet, Rosemont, Lake Forest, and beyond.

Arlington Heights

Discover the vibrant charm of Arlington Heights, where modern meets tradition. Indulge in diverse culinary delights, explore renowned museums, and cheer for your favorite team at Arlington International Racecourse. Unforgettable memories await your group adventure!

Experience the magic of Aurora, where history intersects with the present. Marvel at the grand architecture, enjoy riveting performances at the Paramount Theatre, and engage in vibrant local festivals. Your group journey begins here!

Buffalo Grove

Bolingbrook

Embark on an adventure in Bolingbrook! Relish family fun at The Promenade, revel in the natural beauty of Hidden Lakes Historic Trout Farm, or tee off at Boughton Ridge Golf Course. Explore Bolingbrook today!

Cicero awaits, blending historic charm with urban convenience. Explore the bustling local markets, savor authentic Mexican cuisine, and immerse in the lively local festivals. Cicero - a treasure trove of unique experiences!

Carol Stream

Des Plaines

Unearth the gem that is Des Plaines! Witness the birthplace of McDonald’s, relax by the tranquil Lake Opeka, and learn something new at the Des Plaines History Center. The perfect destination for your group!

Downers Grove

Explore Elmhurst, where tradition and innovation intertwine. Visit the iconic Elmhurst Art Museum, shop in charming boutiques, and taste unique brews at local breweries. Get ready for your next bus trip to Elmhurst!

Discover Elgin, where the Fox River brings people together. Visit the Grand Victoria Casino, immerse yourself in Elgin Symphony Orchestra's melodies, and engage with nature at the Hawthorne Hill Nature Center.

Evanston is ready for you with its lakeside charm and vibrant intellectual life. Stroll around Northwestern University's campus, enjoy the arts at Noyes Cultural Arts Center, or unwind at Evanston’s scenic beaches. A must-visit destination for any group!

Highland Park

Hoffman Estates

Hoffman Estates is an enticing destination for your next trip. Infinity Transportation’s impeccable charter buses, including deluxe coaches and minibus rentals, serve both small groups and larger parties.

Mount Prospect

Discover reliable group transportation in Mount Prospect, IL with Infinity Transportation. Our charter bus rentals are tailored to suit your needs, whether it's for corporate events, sporting events, weddings, or airport transfers. While on board, you can enjoy comfortable seating, climate control, and professional drivers as you explore Mount Prospect and its surroundings.

Experience Naperville, where modern living meets rich history. Visit the iconic Naperville Riverwalk, explore interactive exhibits at the DuPage Children's Museum, or try shopping downtown. Grab a charter and make your memories here!

Welcome to Northbrook, a haven of natural beauty and recreation. Experience the thrill of speed at the velodrome, explore the scenic Botanic Garden, or shop at Northbrook Court. Your adventure starts here!

Embark on a delightful journey through Oak Lawn, IL, with Infinity Transportation's diverse charter bus services. Proudly serving major markets, our luxury coaches and minibus rentals are perfect for small groups and larger gatherings.

Orland Park

Discover a wide array of bus rental options in Orland Park with Infinity Transportation. Our fleet of charter buses is designed to accommodate groups of all sizes and cater to various travel needs.

With a keen understanding of Palatine and its surroundings, our bus rental services are tailored to offer the ultimate in local transportation excellence. Our charter buses and motorcoaches are equipped for all your travel needs, ensuring you reach your destination safely and in comfort.

Dive into an urban playground teeming with shopping, entertainment, and cultural experiences. The possibilities for your group are endless, from the renowned Woodfield Mall to the Schaumburg Convention Center. Schaumburg invites you to indulge in excitement and adventure.

Experience the convenience and reliability of our bus rental services in Skokie, providing you with ample luggage space and essential amenities for a comfortable journey regardless of your destination.

Tinley Park

Tinley Park is a gem waiting to be explored. With our charter bus and party bus rental options, your group can travel comfortably and conveniently to various attractions and events in this vibrant city.

Vernon Hills

Unleash your inner explorer in Vernon Hills, a hub of outdoor adventures and shopping escapades. Explore miles of scenic trails, shop at premier outlets, and revel in thrilling attractions. Unforgettable memories await your group in Vernon Hills.

Unveil the splendor of Waukegan, a harbor city with a rich cultural tapestry. Visit the Genesee Theatre, enjoy Lake Michigan's serene vistas, or dive into history at the local museums. Waukegan is ready for your next bus trip!

Experience the premium transportation services tailored for Wheaton, IL, by Infinity Transportation.

How to plan a group wine tour?

To plan a group wine tasting tour, you’ll need to make a few key decisions besides the wineries themselves. First decide on dates and times that best suit your group, then you can set group pick up and drop off points. Establish a budget that includes tasting fees, meals, and transportation fees.

How many wineries can we visit in one day?

In order to have a relaxing and enjoyable experience, we recommend visiting about 3-5 wineries on the tour. If your group does not mind spending a shorter amount of time at each winery, you can fit a few more in, but keep travel time in mind while planning.

How much time do we spend at a winery?

How much time you spend is up to you! We recommend you spend about 30-45 minutes at each winery. Spending less time at each winery means you will get to go to more wineries during your tour. Discuss your preferences with your group.

Can you drink wine on the bus?

Though by law buses do allow open containers of alcohol, we ask that you only drink at the wineries, and not onboard the bus. We want to make sure the trip is safe and pleasant for everyone.

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Where to Drink Wine in Chicago

Great wine lists abound in this fascinating city. Here are eight places with distinctive lists that stand out.

Despite its nondescript architecture, Obélix is a relaxed, casual French bistro. Credit... Lucy Hewett for The New York Times

Supported by

By Eric Asimov

• Published April 4, 2024 Updated April 9, 2024

The motto of Chicago ought to be, “Too much to do, not enough time.”

That’s how I feel whenever I visit. Whether restaurants, architecture, museums or music, Chicago overflows with wonderful options, and that certainly extends to great places to drink wine.

On a recent trip that unfortunately coincided with a biting Arctic blast, I sought out warm refuges with superb food and intriguing wine lists.

I was looking for casual, comfortable places that served full meals and offered lists with a clear personality. I omitted the sorts of classic, expensive Michelin-starred restaurants where you would expect to find extensive wine lists. These eight places stood out as distinctive emblems of Chicago’s singular Midwestern character.

I could have included many more, like Beautiful Rind , a lovely cheese and wine shop where you can pay a small corkage fee to open bottles with cheese and salumi; Easy Does It , an excellent natural wine bar with a modest menu; Bronzeville Winery , a thoughtful wine bar that celebrates its South Side neighborhood; Daisies , a fascinating restaurant with a small selection of Midwestern wines embedded in its list; and other places I loved, like Lula Cafe and Avec . Not enough time.

Here they are, in no particular order.

Dear Margaret

This French Canadian restaurant in Lakeview looks exactly as I picture a French Canadian place: cozy and warm, knotty wood floors, a bit spare. There’s no place I would rather be on a freezing winter day, though I think I might feel that way any time of year.

The food is soulful, the wine list chosen with care and the hospitality gracious. My cold-weather menu included delicate, oceanic fried smelts; Canadian bacon with a refreshing corn relish and wonderful, housemade bread; a crisp, perfectly seasoned pork schnitzel; and striped bass with brown butter topped with sunchoke chips. To end, what else but Canada’s favorite dessert, an exquisite butter tart .

The wine list is not exhaustive, but it’s hard to go wrong. Every bottle was something I wanted to drink, whether a dry riesling from Forge in the Finger Lakes, a white blend from Luis Seabra in the Douro or a teroldego from Elisabetta Foradori in Trentino. Almost every bottle is under $100. I settled on a focused, gentle 2018 Savigny-les-Beaune aux Clous from Louis Chenu Père & Filles .

2965 North Lincoln Avenue, dearmargaretchi.com .

Cellar Door Provisions

This small, spare, amiable restaurant in Logan Square on the northwest side offers just a few modest yet beautifully detailed dishes on its ever-changing menu and a concise, well-chosen list of natural wines almost entirely under $100.

You might begin with a 2021 Le Rose from Ca’ de Noci in Emilia-Romagna, a light, fresh sparkling malvasia that is so good you won’t want to stop drinking it. That went brilliantly with fried onions tempura-style with romesco sauce and an earthy pig’s head terrine.

We followed that up with a 2021 riesling from Jean Ginglinger in Alsace, a stony, floral wine that was alive in the glass, superb with cheesy gnocchi in a savory ham broth and nutty braised broccoli rabe.

Neither the menu nor the list is exhaustive, but with either, it was hard to go wrong.

3025 West Diversey Avenue, cellardoorprovisions.com .

Monday brunch, as this excellent French bistro in River North calls that day’s midday meal, comes with a bubbly benefit: half-price bottles of Champagne. It has another thing going for it, too. While Obélix looks like a modern spot for hushed business meetings, situated in a nondescript downtown building, it’s actually relaxed and unpretentious, the kind of place business people go to escape uptight offices.

The food is classic French with a few creative touches. A beautifully composed pâté en croûte was made with wild boar and duck, while a generous Lyonnaise salad was topped with a duck egg, crisp duck confit and duck fat croutons. This being brunch, Obélix offered deviations from the standard fare, like merguez served as a hot dog and Korean-style fried chicken on a burger bun, with excellent frites.

The wine list is almost entirely French and contains predictably expensive Burgundies, Bordeaux and other trophies. But it also offers plenty of bottles under $100, including some gems, like a 2020 Brézème from Éric Texier , an excellent syrah from the Côtes-du-Rhône, and a 2019 Domaine de Galouchey Vin de Jardin, a delicious natural Bordeaux. And if you come midday Monday, Champagne is a treat and a great value.

700 North Sedgwick Street, obelixchicago.com .

The Village at Italian Villages

Even if you’ve never been to the Village in the Loop, you most likely know the genre. Sinatra ate there. So did Capone. At nearly a century old, covered with photos of celebrities of the past, it’s the sincere incarnation of the sort of place Carbone was meant to parody and augment.

The wine list, however, is enormous and astounding. You will not find cutting edge Italian wines here, but you will see deep reserves of Italian classics here, including older vintages of Brunellos, Barolos and Super Tuscans, a label coined in the 1980s for top Tuscan wines that did not conform to appellation rules.

The Village is red wine territory, but you might start with a crisp sparkling wine like a 2016 Ferrari Perlé Rosé Riserva, with its mild but pure scent of berries. Where to go after that? I chose a lovely expressive Barolo, a 2012 Renato Ratti Conca, which I thought was a good value at $130.

The unsurprising Italian American food is a mixed bag — terrific beef ravioli served under an ocean of meaty red sauce, and sweet, tender eggplant parmigiana. But veal marsala was bland and muddy. Stick with red sauce and enjoy exploring the list, with upward of 1,200 bottles.

71 West Monroe Street, thevillage-chicago.com .

This sprawling restaurant in the West Loop manages to straddle the Adriatic Sea, blending Italian and Croatian elements in what the chef, Joe Flamm, calls “Adriatic drinking food.” The wine list is wide-ranging, with concentrations from France, Germany and the United States, but the most exciting element is the small selection of Eastern European wines from Slovenia and Croatia.

These might include a lively sparkling refosco rosé from Rodica , an organic winery in Slovenia, or a Vinas Mora Andreis, a fresh, bright, natural Croatian red made of the babic grape, which tastes like a combination of pinot noir and gamay.

These wines go beautifully with Adriatic dishes like burek, a flaky pastry filled with chard and cheeses, grilled clams in a shockingly green herbal sauce, mezzaluna pasta in a bright duck ragù and tender lamb saddle with roasted carrots, full of garlic and herbs and served off the bone like a porterhouse.

Rose Mary is by no means a sedate date place. It’s lively, maybe even boisterous in the best possible way.

932 West Fulton Market, rosemarychicago.com .

Not far from Rose Mary in the West Loop is El Che, an Argentine steak house with a superb wine list made up entirely of South American bottles.

Yes, you can drink inexpensively here, with many wines under $100 like, among whites, a liter of Pipeño Blanco from A Los Viñateros Bravos , a farmer’s blend from Itata in Chile, or an Argentine sémillon from Mendel in Mendoza. But this is an opportunity to try some of the better reds South America has to offer, like a 2020 Concreto malbec from Zuccardi , a superb, minerally malbec, or even splurge on something special, like a 2016 Zuccardi Finca Piedra Infinita for $360.

Reds like these are meant for beef. El Che’s are all cooked over wood coals. Options include a dry-aged strip, which has all the funk and tang you look for in dry-aging, or, if its available, a picanha, a smaller cut like a rump steak. The crisp beef-fat fries are not to be missed, while an endive salad is an archetypal steakhouse salve for the conscience.

845 West Washington Boulevard, elchechicago.com .

Webster’s Wine Bar

This sprawling neighborhood spot with a welcoming vibe is the granddaddy of Chicago wine bars, having opened in 1994 in Lincoln Park and still going strong in its second location in Logan Square.

The wine list, primarily European, is wise, seemingly tempered by years of experience. It resists the temptation to offer a bunch of trophy labels either too young or unaffordable to any but the wealthy. Instead, it’s impeccably chosen, with bottles selected to drink now.

With oysters, I drank an excellent biodynamically farmed 2020 Boissonneuse Chablis from Julien Brocard , combining the seashell character of Chablis with the richness of the 2020 vintage. The food extends beyond classic wine bar fare to include pasta, seafood and a steak frites.

2601 North Milwaukee Avenue, websterwinebar.com .

This small, casual restaurant in Logan Square, practices a considered eclecticism in both its food and its wine. The food combinations and juxtapositions are unconventional with an overriding goal of deliciousness. The same is true with wine.

Consider dishes like sweet, tangy Japanese eggplant, flavored with South Asian spices and served with pita, or okonomiyaki, eggy Japanese pancakes under a pile of greens, a riot of textures and flavors. Chiramonte, a tortelloni-like pasta, is served in a nutty lentil ragù with mint and bright Meyer lemon, a brilliantly balanced dish.

The worldly, beautifully chosen wine list follows suit, with plenty of versatile, refreshing bottles, the vast majority priced at under $100. I particularly enjoyed a fresh, herbal 2021 Sonoma trousseau gris from Jolie Laide , which came alive in the glass, and a graceful crunchy 2022 gamay from Ochota Barrels in the Adelaide Hills of Australia .

3209 West Armitage Avenue, 773-252-0997, giantrestaurant.com .

Follow New York Times Cooking on Instagram , Facebook , YouTube , TikTok and Pinterest . Get regular updates from New York Times Cooking, with recipe suggestions, cooking tips and shopping advice .

Eric Asimov , the chief wine critic of The Times since 2004, has been writing about wine, food and restaurants for more than 30 years. More about Eric Asimov

A Guide to Drinking Wine

Improve your experience with reds, whites and rosé with our tips and recommendations..

Wine can be a source of pleasure and conviviality, but it can also be intimidating. Learn the basics with this guide .

Adopting a more thoughtful approach to wine drinking will make it a deeper and richer experience. Here are four ways to achieve that .

For a glorious decade or two, red wine was lauded as good for the heart. Now, the drink has lost its health halo .

Thoughtful winemakers, motivated by environmental concerns, are turning to bag-in-box packaging. Here are 10 wines that are worth buying by the box .

The right glass can change how a particular wine smells and tastes. These are the models recommended by Wirecutter .

Should you chill red wine? The proper serving temperature depends on factors like the type of wine, the weather and personal taste .

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Here are some of the best rooftop, patio bars and restaurants across the Chicago area

CHICAGO (WLS) -- The sun is coming out and the temperatures are going up.

You know what that means: Rooftop and patio season is arriving!

Here's a list of some of the best rooftop and patio bars and restaurants across the Chicago area:

• Komo Chicago : A Japanese fine dining destination on West Loop's Restaurant Row, located at 738 W Randolph St., Chicagoans are invited to take their taste buds on an unforgettable journey this upcoming season on Komo's intimate, four table patio for those looking to take their experience outdoors, with both a la carte and 8-course tasting menu available. Guests are invited to test out their latest Happy Hour Menu with half off featured cocktails and delicious items such as Fried Katsu Bao, Japanese Tacos, Spicy Tuna Crunch, and more.
• Chicago Firehouse Restaurant : Formerly Engine Company 104 of the Chicago Fire Department, the landmark restaurant at 1401 South Michigan Ave. features both a lush backyard patio providing a quaint escape in the city as well as an outdoor veranda affording picturesque views of the South Loop skyline. The timeless house favorites including steaks, chops, and seafood, are complemented by distinctive, contemporary seasonal dishes.
• Steak 48 : The luxurious River North spot located at 615 N Wabash Ave. offers a second-floor outdoor dining patio to enjoy a beautiful summer night in Chicago. Diners can choose between USDA Prime steaks, the highest-grade Wagyu steaks, fresh seafood, and shellfish among many chef-crafted sides, inventive appetizers, handcrafted cocktails and curated wine selection.
• Aire Rooftop : One of Chicago's most sensational rooftop decks, located at 100 W Monroe St. above the Hyatt Centric the Loop Chicago, has opened for the 2024 summer season with a bang. AIRE is thrilled to announce new modifications of the space, including new furniture and added seating, a new grill station that will offer chargrilled pizzas and a full menu, and a self-serve beer station where beer can be poured by the ounce.
• Carnivale : Chicago's one-of-a-kind restaurant serving Latin-fusion cuisine invites guests to take advantage of patio season on the scenic outdoor terrace with refreshing libations and sensational signature dishes. The West Loop hotspot also offers seven unique private and semi-private spaces, perfect for celebratory events. Carnivale is located at 702 West Fulton Market St.
• 101 Club : Coming in hot, the 101 Club is one of Chicago's newest destination for outdoor dining this spring and summer located at 101 E. Erie Street. Opening April 22nd, 101 Patio Bar & Grill boasts an open-air patio space equipped with two fireplaces and surrounded by lush greenery and breathtaking landscaping. With a Mediterranean focused menu ranging from shareable small plates to soups, salads, hearth-baked flatbreads, handhelds and seafood-centric entrees the sensational food is accompanied by craft cocktails, world-class spirits, international wines and local brews. Opening May 15th, 101 Rooftop features sweeping views of the Chicago Skyline. The rooftop will serve sensational craft cocktails alongside a strong selection of wines by the glass and local beers in a vibrant, sophisticated setting. On the menu, visitors will find a selection of shareable appetizers, fresh salads, burgers, sandwiches and a range of sushi offerings from maki to sashimi and nigiri. In the summer months 101 Rooftop will offer a Sunday Dixieland Jazz brunch experience, and a DJ spinning every Friday and Saturday evening.
• Tanta Chicago : Offering traditional Peruvian cuisine, Tanta Chicago has a beautiful seasonal rooftop terrace perfect for enjoying the restaurant's signature pisco sour cocktail.
• Gibsons Italia : This modern Italian steakhouse has exceptional views of the Chicago River and city skyline. Rooted in authentic Italian cooking and the superior steak tradition established at the iconic Gibsons Bar & Steakhouse, Gibsons Italia at 233 N Canal St. features the highest quality ingredients from around the globe, from gold-extruded pastas to a world-class tour of beef. The spacious and stunning roof deck offers panoramic views of the Chicago River and the city skyline, including a retractable roof and a beautiful fireplace for the colder months. Throughout the space, you will find stylish lounge furniture and state-of-the-art audiovisual equipment.
• Hyatt Lodge Oak Brook : Enjoy classic American fare in a casual setting al fresco on the lakeside patio in the Hyatt Lodge Oak Brook, 2815 Jorie Blvd. Water's Edge serves both savory and sweet breakfast dishes and-later in the day--fresh salads, wraps and sandwiches. Whether starting the day in Oak Brook with a hot breakfast or taking a break from the pool for a family lunch on the patio, There's a seat for you at Water's Edge.
• Utopian Tailgate: This Chicago rooftop bar offers quirky decorations, full restaurant, games and live music on top of the Second City Building at 1608 N Wells St. in Old Town. With a curated menu of elevated tailgate fare and an extensive bar program, Utopian Tailgate delivers high times, chill vibes, and an unforgettable experience where the party never ends...and neither do the views.
• Ranalli's : The pizza bar in Lincoln Park, with another location in the West Loop, offers guests delicious pizza, Italian fare, and great drinks in a comfortable setting. The space at 1925 N Lincoln Ave. is lively and whimsical, featuring a large, dog-friendly outdoor sidewalk café and a custom mural by local artist Anthony Lewellen. It's a great spot for friends and family to gather and enjoy a tradition of legendary pizza and memories to come. In addition to a sit-down dining experience, Ranalli's offers carryout and delivery seven days a week.
• Robert's Pizza : At 465 N McClurg Ct., Robert's features an open kitchen, 18 seat bar and 142 seat restaurant with floor to ceiling windows that open up onto the Riverwalk. Robert's dock and outdoor patio along the Ogden Slip is one of the best kept secrets in the city!
• Piccolo Sogno : Located at 464 N Halsted St., Piccolo Sogno features a menu of fresh, seasonal rustic Italian cuisine with an impressive all-Italian wine list. And yes, it has a patio!
• Cabra Chicago : A spirited rooftop dining and drinking destination inspired by the vibrant flavors of Peruvian Cuisine. Helmed by acclaimed Chef Stephanie Izard and her longtime partners Rob Katz and Kevin Boehm of Boka Restaurant Group, Cabra offers crave-worthy food in a colorful, lively setting. Meant to be enjoyed family-style, Cabra's menu features a variety of shareable plates that are bold in flavor and bright in taste, alongside an equally expressive cocktail menu and wine list. Panoramic views of Chicago are visible at every angle of the rooftop restaurant, providing remarkable daytime and nighttime views. The outdoor patio is perfect for warm days, but the bright and airy restaurant atmosphere captures sunshine 365 days a year. It's located at 200 N Green St.
• Lonesome Rose : Lonesome Rose is one of Chicago's all-day bars and a restaurant specializing in Tex-Mex-inspired menus. And, it has a rooftop terrace! You can find it at 2101 N California Ave. in Logan Square.
• ROOF on theWit : A glamorous escape set 27 stories above it all, ROOF on theWit has an expressive design and entertainment, sweeping skyline views, and unique hand-crafted cocktails and cuisine. Rated Hotel Bar of the Year by Nightclub & Bar Awards and one of the Top 3 Rooftop Bars in the World by Travel+Leisure, the indoor/outdoor downtown Chicago venue at 201 North State St. features a retractable ROOF and a space that is climate controlled, making ROOF accessible all year-round.
• Aba : This Mediterranean restaurant, with a rooftop patio, is located at 302 N Green St. in Chicago's historic Fulton Market District. Inspired by summer in the Mediterranean, the restaurant space was designed by Lettuce Entertain You's internal design team, led by Director of Interior Design Avril Zayas in collaboration with Executive Partner and Divisional President Marc Jacobs.
• Forbidden Root : Chicago's first botanic brewery and restaurant in Chicago's West Town neighborhood, located at 1746 W Chicago Ave, brews craft beer inspired by nature, exploring a rich world of wild ingredients such as herbs, spices, flowers, fruits and roots. More than just a brewpub, Forbidden Root also offers fresh and seasonal dishes that are a blend of approachable, but elevated, comfort food led by Executive Chef Peter Beatty. Forbidden Root has select sidewalk tables and seating at the table by their overhead doors for those looking for al fresco. A selection of al fresco dining is also available at sister property Cultivate by Forbidden Root in Ravenswood (1746 W Chicago Ave).
• City Cruises Chicago : Set sail on City Cruises' luxurious vessels including the Odyssey Lake Michigan, Spirit of Chicago, Chicago Elite, and the Odyssey Chicago River. Whatever the holiday or occasion, it's better on a yacht. Guests can enjoy curated cocktails and cuisine during brunch and dinner cruises, all while taking in the unmatched views of Lake Michigan and the city skyline from the Chicago River. Chicago River cruises board at 455 N Cityfront Plaza Dr.
• Rooftop at Nobu Hotel : Offering commanding views of the Chicago skyline, the Rooftop at Nobu Hotel at 155 N Peoria St. features smaller and larger plates inspired by the team at Nobu for a more relaxed, cocktail-driven lounge experience.
• Offshore Rooftop : Located at the far east end of Chicago's Navy Pier, Offshore Rooftop at 1000 E Grand Ave. offers unencumbered views of Lake Michigan and the city's famed skyline. The stunning, multi-seasonal space also boasts a world-class kitchen and full-service bar.
• Oaken Bistro + Bar : Bringing together worldly flavors and responsible, local ingredients rooted in flavors both strong and bold, Oaken Bistro + Bar, 200 N. Field Dr., features both indoor and outdoor dining, with a sleek lounge, stunning bar, spacious dining rooms, and a patio complete with intimate fire pit seating. Open seven days a week for breakfast, lunch, dinner, and brunch service on weekends, the restaurant incorporates natural elements in everything from design and decor to menu offerings including a standout cocktail program complete with floral and herbal infusions.

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