chicago neighborhood tours

Chicago Walking Tours

Discover the city's culture, history and more, we explore chicago and its neighborhoods.

Chicago is one of the world’s great walking cities.  At L Stop Tours, we carefully design each of our tours to include a mix of Chicago’s famous sites and attractions — historic architecture, cultural venues and interesting places to enjoy food and drink.

Our tours are fun, engaging and provide a unique perspective of the city that you won’t find on other tours.  We go inside famous buildings, not just look at them from the river or the top of a double-decker bus. We visit pubs and restaurants that have great Chicago stories, not just establishments that are convenient to our route. We explore diverse neighborhoods throughout the city, learning about their history and culture. And, whenever possible, we take a ride on the L train, Chicago’s iconic public transit system. L Stop Tours offers experiences that are perfect for both tourists and locals.

L Stop Tours has been called one of the most unique Chicago neighborhood tours in the city by Choose Chicago, the official destination marketing organization for the city.

Ready to find the tour that’s right for you? Explore all of our Chicago tours !

What Makes Us Different

• Owner of the company and lead tour guide, Tom, is a lifelong Chicagoan with a wide range of knowledge and personal experiences about the city.
• We keep it interesting and fun! We’ll tell you good stories but we won’t overload you with long lectures and memorized facts.
• We keep our public walking tours small (max 10 people) to ensure a more intimate experience.
• We also offer customized private tours and event for those who need something different .
• Transit fees (if applicable) are included in the price of the tour. Some tours include a short train ride.
• Our tours cover more ground and last longer than other walking tours but are timed so that you won’t lose interest or tire out.

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The 14 Best Chicago Tours

Foodies, architecture buffs and historians alike will appreciate these tours of the Windy City.

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There are a variety of ways to see Chicago's best sights.

Note: Some tour providers on this list may have limited or ceased operations due to COVID-19. Check with your tour operator about availability before you book.

One of the best ways to sightsee your way through a new city is with the help of a local. With this in mind, U.S. News rounded up 14 of Chicago 's best guided tours. Whether you're sailing past Willis Tower on a river cruise or sampling some of Chicago's best deep-dish pizza on a foodie excursion, you'll gain a cultural and historical understanding of the Windy City during these tours.

Chicago Food Planet – Gateway to the West Loop Food Tour

Chicago Food Planet's Gateway to the West Loop spotlights some of the tastiest dishes in the city – specifically pizza, doughnuts and burgers. The three-hour tour centers on the West Loop neighborhood's incredible food scene and provides insider insights to the history and culture of the area. Guides regularly win praise from travelers for their knowledge and enthusiasm. Ticket prices start at $65 for adults and $50 for children ages 12 and younger. Reviewers find the tour worth the price for the generous amounts of food provided. What's more, group sizes are restricted to 14 people and tours do not involve extensive walking. Tours are offered Thursday through Sunday at 1 p.m. Chicago Food Planet also offers tours of Chicago's Chinatown neighborhood.

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Absolutely Chicago Segway Tours – Chicago Lakefront/Museum Campus

The Chicago Lakefront/Museum Campus tour offered by Absolutely Chicago Segway Tours showcases many of the city's most popular attractions , including Millennium Park (the starting point), Grant Park, Monroe Harbor, the Field Museum, Shedd Aquarium , Soldier Field and the Adler Planetarium. The 8-mile journey on easy-to-ride, two-wheeled, battery-powered vehicles lasts approximately 2 1/2 hours. Participants praise tour guides for their insight and professionalism. Tickets cost approximately $65, depending on date and time. Note that riders must be at least 12 years old. Tours are available daily. The company offers several other tours, some centered around other parts of the city or with specific themes like architecture, crime and ghosts.

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Inside Chicago Walking Tours – Dazzling Interiors of the Loop

Inside Chicago Walking Tours' The World Within: Dazzling Interiors of the Loop tour reveals interior architectural details that visitors might otherwise miss. Highlights of the two-hour tour include a gilded 80-foot-high ceiling, art deco lobbies, early Frank Lloyd Wright designs and rooms with stained-glass mosaics. Reviewers describe this tour, which involves about 1 1/2 miles of walking, as an informative and entertaining way to learn about the history of Chicago and its diverse, distinctive buildings. Tickets start at $30 for participants 11 and older and $25 for children ages 5 to 10 and patrons 65 and older. Children ages 4 and younger tour for free. Outings run Saturdays at 11 a.m. Inside Chicago also offers other architecture-oriented tours as well as private tours.

Courtesy of Bobby's Bike Hike Chicago

Bobby's Bike Hike offers several different tours, including a 13-mile Bikes, Bites & Brews tour.

Bobby's Bike Hike Chicago – Bikes, Bites & Brews Tour – Signature Dishes

This triple threat tour combines bicycling, food and beer. The four-hour, 13-mile ride traverses the Gold Coast, Lakeview, Wrigleyville and Lincoln Park neighborhoods with stops for pizza, beer, cupcakes and hot dogs. Reviewers find the tour provides a great introduction to the city and rate the guides highly. Tickets for adults, which include the bike rental as well as food and drinks, start at $76.99 for weekday rides (weekend rides are slightly more expensive). Participants must be at least 21 years old. If you're traveling with kids, try Bobby's Bike Hike Chicago's Family Food & Bike Tour.

Chicago Pizza Tours – Original Chicago Pizza Tour

Experience one of Chicago's unique culinary phenomena with the Original Chicago Pizza Tour. On this 3 1/2-hour tour, you'll visit four independently run neighborhood pizzerias and sample six or more slices. Many reviewers praise the informative and entertaining tour guides. Others insist that the tour is about more than just pizza and encompasses Chicago history, architecture and culture. Tickets start at $60 for adults and $36 for children. If you're interested in exploring the city's pizza from other angles, you can take one of the company's other food tours, which combine pizza and cocktails or focus on the city's biggest slices.

Courtesy of Big Bus Chicago

Big Bus Chicago's tours give tourists the opportunity to see Chicago's sites at their leisure.

Big Bus Chicago Hop-On Hop-Off Tour

Big Bus Chicago's Hop-On Hop-Off Tours permit guests to tailor excursions to their preferences by allowing them to spend as much time as they want at any of the 12 stops within the eight hours of the standard package. Tour-takers can "hop off" a bus and spend time at popular destinations like Skydeck Chicago , Navy Pier, Soldier Field or Millennium Park and then "hop on" a later bus. Buses run every 30 to 45 minutes and include guides that provide commentary. Travelers frequently describe guides as entertaining and informative. One pain point for riders is the signage: some found it difficult to locate the bus stops at certain attractions. Ticket prices start at $49 for adults and $30 for children (though you may be able to score a discount by purchasing online in advance). In addition to its classic ticket, Big Bus Chicago offers a premium ticket valid for two days.

Tastebud Tours – Taste of Chicago

Tastebud Tours' Taste of Chicago explores the city's downtown Loop area. The three-hour tour includes stops at multiple restaurants and shops for distinctive Chicago deep-dish pizza, popcorn, sandwiches and sweets. The tour also highlights non-food-related landmarks like the Chicago Cultural Center, the Art Institute of Chicago and the Marshall Field and Company Building, which visitors tend to appreciate. Guides consistently win praise for their knowledge of and enthusiasm for Chicago history. Tickets, which start at $59.50, include all food. (Adult beverages can be purchased separately where available.) Groups are limited to 18 people. Tastebud Tours also offers other food-centric excursions as well as private tours.

Chicago Architecture Foundation River Cruise

The Chicago Architecture Foundation's River Cruise ferries guests along the Chicago River as docents from the Chicago Architecture Center regale them with the stories behind more than 50 notable buildings. The volunteer docents repeatedly win high praise from reviewers for their in-depth knowledge of the city's history and its structures. The cruising vessels, part of the Chicago's First Lady Cruises fleet, can carry up to 250 people and boast full-service bars and open-air upper decks. Tickets for the 90-minute excursions cost around $45 for daytime cruises. Twilight outings are a few dollars more. For an additional $5, you can also gain admittance to the Chicago Architecture Center (which usually costs $12 on its own).

Courtesy of Chicago Prohibition Tours

Guides on Chicago Prohibition Tours can offer travelers suggestions on Prohibition-inspired drinks to order

Chicago Prohibition Tour – Original

Chicago Prohibition Tours explore a notoriously eventful moment in the city's history. Its flagship offering visits the sites of four former speakeasies via bus over the course of 3 1/2 hours. Guides provide historical information and share what kinds of drinks would be representative of those consumed illicitly during the Prohibition era. Additionally, you will be driven from location to location by the company. Reviewers rave about the fast-talking guide and say this is an experience both locals and visitors will enjoy. Others appreciate that each bar on the tour is unique. Tickets, which start at $55, do not include food or drinks, which can be ordered separately at tour-takers' discretion. There is also a walking version of this tour that lasts 2 1/2 hours.

Urban Kayak Chicago Riverwalk – Historic Chicago Tour

For a "duck's-eye," up-close view of the city, take Urban Kayak's Historic Chicago Tour. Starting at the Riverwalk , tour-takers paddle their kayaks on the main branch of the Chicago River with periodic stops at points of historical interest, where guides provide information regarding the city's famed architecture. Reviewers say this is a great experience, even for beginners. Meanwhile, others note that the experienced guides are skillful at navigating boat traffic. Tickets cost approximately $65 for a single kayak or $130 for a tandem (two-person) kayak for the approximately two-hour tour. Urban Kayak also offers kayak rentals and paddleboarding classes.

Shoreline Sightseeing – Skyline Lake Tours

Shoreline Sightseeing Skyline Lake Tours offer unrivaled views of Chicago's skyline, and many photo opportunities, via cruises along the Lake Michigan shoreline. The 6-mile trip provides views of notable landmarks, such as the John Hancock Center, the Willis Tower (aka the Sears Tower), Adler Planetarium and the Field Museum . According to reviewers, these iconic buildings are much more visible from the water than they are on the street. Many say this tour was the highlight of their Chicago trip. Tickets for the 40-minute, narrated boat rides start at $23 for adults and $8 for children ages 3 to 12. Kids 2 and younger ride free. Travelers can purchase drinks at the onboard cash bar. Shoreline Sightseeing also offers architecture-focused tours along the Chicago River.

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Ken Flisek | Courtesy of Tall Ship Windy

The Tall Ship Windy provides tourists an enjoyable sailing and sightseeing experience.

Tall Ship Windy – Chicago Skyline Sail

Tall Ship Windy's Chicago Skyline Sail features views of the city from the deck of a 148-foot, four-masted schooner. Reviewers tout the remarkable views of the city's impressive structures and, weather-permitting, the special experience of being able to actually sail and not rely on the boat's motor. What's more, tour participants commend the crew members for their professionalism. Tickets for the summer and fall excursions start at $37 for adults and $17 for children ages 12 and younger; infants 12 months and younger ride for $1. Tall Ship Windy has a full bar on board (drinks are not included in the ticket price.) In addition to the daily 75-minute excursions, Tall Ship Windy offers fireworks cruises on select dates as well as pirate-themed outings.

Chicago Crime Tours

Chicago Crime Tours explore famous crime scenes in a variety of Chicago neighborhoods, including the Gold Coast, Lincoln Park, the Loop, the Magnificent Mile , Old Town and River North. The bus tour, which lasts about two hours, includes stops at the spots where gangsters like Hymie Weiss were killed as well as the site of the St. Valentine's Day Massacre. It also visits locales associated with Al Capone, Frank "the Enforcer" Nitti and Leopold and Loeb, among others. Reviewers laud the tours for providing a unique angle on Chicago's colorful history. Tickets cost approximately $40 and can be purchased in advance (advised) or on the bus. A nighttime crime tour and a pizza and crime walking tour are also available.

City Cruises by Hornblower – Seadog Lakefront Speedboat Tour

Zip across Lake Michigan during this high-speed, musically enhanced 30-minute tour. During the ride, you'll see striking views of the Chicago skyline and hear some descriptions of the sights. Visitors praise the crew's knowledge and charisma. They also enjoy whipping along the waves. Tickets cost about $30 for adults and $20 for kids ages 3 to 12. Children ages 2 and younger ride free, but do require a ticket. The boat is open-air, which means travelers might get wet. City Cruises runs a myriad of other boating adventures, including an extreme thrill ride.

You may also be interested in:

• The Best Chicago Walking Tours
• The Best Chicago Segway Tours
• The Best Chicago Boat Tours
• The Best Things to Do in Chicago
• The Best Hotels in Chicago
• The Top Romantic Getaways in Illinois

Tags: Chicago , Travel , food and drink , Vacations , Tours , Illinois Vacations , Midwest Vacations , US Vacations

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Chicago Greeter

The free Chicago Greeter visits are led by friendly locals who will guide you through authentic Chicago — its fascinating histories, diverse cultural traditions, iconic landmarks, and off-the-beaten-path gems.

Chicago Greeter offers a variety of ways to explore the city: register for a customized neighborhood visit with a friendly local, join a fast and flexible walk of downtown, or explore on your own with self-guided tours.

Chicago Greeter visits

These personalized visits offer a deep dive into the Chicago neighborhood of your choice, led by a friendly local. A recipient of TripAdvisor’s Certificate of Excellence, these immersive visits are conducted in over a dozen languages.

Chicago Greeter visits are:

• Completely free of charge
• Typically last two to four hours
• Led by a friendly local Greeter
• Can accommodate up to six guests

Make a reservation

InstaGreeter downtown walks

Looking for a quick and easy way to see downtown Chicago’s top sights? Let InstaGreeter take you on a free hour-long guided walk, without the need to register in advance.

• InstaGreeter walks of the Loop begin at 11:30 a.m. and 1:30 p.m. every Friday, Saturday, and Sunday at the Chicago Cultural Center (77 E. Randolph St.).
• InstaGreeter walks of the Chicago Riverwalk depart at 11:30 a.m every Friday, Saturday, and Sunday (Memorial Day through Labor Day) at the Vietnam Veterans Memorial.

Check out the InstaGreeter schedule for more details, including neighborhood pop-up.

Neighborhood Pop-Up Walks

The Chicago Greeter Neighborhood Pop-Up Walks series will bring free walks to neighborhoods across the city all summer long. Check back for tour meeting locations.

Volunteer as a Chicago Greeter

Love Chicago? Want to show visitors from all around the world your favorite spots in your favorite neighborhoods? Volunteer as a Chicago Greeter . No additional experience is necessary; all you need is a passion for Chicago and knowledge of all it has to offer. You can even customize your visits to your specific interests.

Have questions about becoming a Chicago Greeter? View our Volunteer FAQs .

Self-guided Greeter tours

Explore Chicago’s diverse neighborhoods at your own pace with these self-guided Chicago Greeter tours, presented by Bank of America. These walking tours have been curated by expert locals to showcase each neighborhood’s unique history, culture, and hidden gems.

A cultural melting pot with cuisine from around the world.

Start exploring

Step back in time with a tour of this historic community.

A charming hidden gem for architecture buffs.

Humboldt Park

An idyllic park, surrounded by Puerto Rican culture.

Bronzeville

A living monument to African American history.

Historic homes and stunning architecture around every corner.

Massive murals, fascinating history, and a can't-miss lakefront park.

Ukrainian Village

Old-world history comes to life in striking cathedrals and museums.

A historic hot spot known for entertainment and nightlife.

Explore vibrant street art, food, and Mexican culture.

A cultural hub, home to globally renowned institutions and museums.

Experience Chinese culture and cuisine in this century-old neighborhood.

Chicago Riverwalk

A scenic waterfront with architecture, history, dining and more.

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Visitors Guide

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Exploring Chicago, Neighborhood by Neighborhood

Join Chicago Studies for a series of tours focused on the diverse neighborhoods of Chicago. Created and curated by long-time Chicago Studies intern Akwe McDaniels (AB '23, left), each of these seven tours contains a brief account of the history, important locations, and cultural traditions of each community—and a great restaurant to try to boot!  Thanks to Akwe for producing this tours (Summer 2021) and to fellow intern Will Scarborough (AB '23) for his work in making them available on our site.

Want to learn about the city closer to home?  Check out "Understanding Chicago," a staff-led stroll through the history of our city, our surrounding neighborhoods, and their complex relationship with our own University.  The tour comes with a bibliography so you can learn more while you're recovering from the hike -- contact us to schedule for your House, RSO, class, or office.

Chicago's Neighborhoods

A Tour Series curated by Akwe McDaniels & Chicago Studies

Humboldt Park

Located on the northwest side of Chicago, Humboldt Park is the center of Puerto Rican culture in perhaps the entire midwest. This tour highlights Mercado del Pueblo as the must-see local business, Nellie's Restaurant as the quintessential eatery, Urban Theater Company for culturally-informed entertainment, the Puerto Rican Cultural Center for neighborhood advocacy, and Humboldt Park as the crowned outdoor space.

To get to Humboldt Park from the University’s campus, take the Green Line towards Harlem/Lake and transfer to the Blue Line at the Clark/Lake stop. Get off the Blue Line at Division, and go west along Division Street to get into the heart of the Humboldt Park neighborhood.

As Hyde Park’s next-door neighbor, Woodlawn has shared in the legacy-building of Chicago’s south side. This tour highlights Robust Coffee lounge as the beloved local business, Daley’s Restaurant as the classic eatery, the 62nd Street Community Garden as a community-driven plot, F.L.Y and STOP for neighborhood activism, and Jackson Park as the historic outdoor space.

Given its proximity to the University’s campus, all one has to do to get to Woodlawn is walk until you are just west of Cottage Grove Ave and south of 61st Street.

Logan Square

Located on the northwest side of Chicago, Logan Square has a rich history of being a haven for immigrants. This tour highlights The Dill Pickle Food Co-op as the local business, L’Patron as the authentic eatery, The Logan Square Theatre for a vintage movie experience, the local farmer’s market for freshly-sourced produce, and the 606 trails as the historic and storied outdoor space.

To get to Logan Square from campus, take the Green Line towards Harlem/Lake and transfer to the Blue Line (towards O’Hare) at the Clark/Lake stop. Get off the Blue Line train at Logan Square, and you’ll find yourself in the heart of the neighborhood.

Bronzeville

One of Chicago’s most historically rich neighborhoods, Bronzeville is located on the south side of Chicago. This tour highlights Bronzeville Winery as the up-and-coming local business, Yassa African Restaurant as the popular eatery, Carver 47 Food & Wellness Market as the perfect study spot, the South Side Community Art Center for Chicago-based artwork, the Black Metropolis National Heritage Area Commission for community organizing, and the Gwendolyn Brooks Memorial (technically in Kenwood) as the thoughtful outdoor space.

To get to Bronzeville from the University’s campus, take the Green Line towards Harlem/Lake and then get off the train at Indiana. This will take you to the northern boundaries of Bronzeville, close to a few of the tour’s featured locations.

Albany Park

Known to be one of the most linguistically diverse areas in Chicago, Albany Park is located on the city’s northwest side. This tour highlights a. favorite design as the unique local business, Chicago Kalbi Korean BBQ as the choice eatery (one of many in the neighborhood), Albany Park Theater Project for eye-opening entertainment, North River Commission for community advocacy, and River Park as the beautiful outdoor space.

To get to Albany Park from the University’s campus, take the Green Line towards Harlem/Lake and transfer to the Blue Line (towards O’Hare) at the Clark/Lake stop. Get off the Blue Line train at the Irving Park stop. From the Irving Park Blue Line Station, get on the 53 bus towards Peterson and get off at Pulaski & Lawrence.

Ukranian Village

A small but culturally rich neighborhood, Ukrainian Village is located on Chicago’s northwest side. This tour highlights Kasia’s Deli as the legendary local business, Shokolad as the indulgent local eatery, Ukrainian Institute of Modern Art as the marriage of heritage and artwork, Ukrainian National Museum for community preservation, and Saints Volodymyr & Olha Ukrainian Catholic Church for breathtaking architecture and spirituality.

To get to Ukrainian Village from the University’s campus, take the Green Line towards Harlem/Lake and transfer to the Blue Line (towards O’Hare) at the Clark/Lake stop. Get off the Blue Line train at Chicago and walk towards Chicago & Milwaukee. Take the 66 bus towards Austin and get off at Chicago & Oakley.

Back of the Yards

Known for its history of meatpacking, Back of the Yards is located on the southwest side of Chicago. This tour highlights Back of the Yards Coffeehouse as the buzzing local business, The Chunky Scone as the neighborhood’s vegan bakery, Plant Chicago Farmers Market for locally-sourced goods, Davis Square Park as the central outdoor space, Plant Chicago for community advocacy, and the Union Stock Yard Gate as the neighborhood’s must-see relic.

To get to Back of the Yards from the University’s campus, walk towards ​​Cottage Grove & 60th Street and take the 4 bus towards Illinois Center; get off at Cottage Grove & 47th Street. From there, take the 47 bus towards Midway Orange Line and get off at 47th Street & Wood.

Find Your Chicago Architecture Tour

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Chicago is known around the world for its architecture. Whether you choose to explore our fabled downtown or one of the city’s many distinct and charming neighborhoods, our expert docents will guide you by boat, bus, train or on foot and share the stories behind the buildings. Visit iconic skyscrapers, elegant hotels or the legendary houses of Frank Lloyd Wright. With dozens of tours to choose from, we won't blame you if you can't pick just one.

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Select a tour of architectural treasures throughout Chicago and its suburbs, brought to life as only a CAC docent can.

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Explore Chicago’s green spaces and learn why well-designed parks and outdoor recreational areas are essential to the city.

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Choose a tour featuring your favorite architect.

7 Tours in this collection

Chicago Architecture Center River Cruise aboard Chicago's First Lady

Experience why we're the #1 rated boat cruise in Chicago, tickets are on sale now for the 2024 season…

Must-See Chicago

Must-See Chicago is a fast-paced, 90-minute introductory tour to Chicago featuring some of its most famous…

Chicago Architecture: A Walk Through Time

Want a quick introduction to Chicago’s magnificent architecture? This 90-minute tour takes a comprehensive…

Chicago Icons: Connecting Past and Present

This lively overview of Chicago architecture explores iconic buildings from the 1890s to present. We'll…

Chicago’s First Skyscrapers

Chicago is home to some of the world’s earliest skyscrapers. Get an up-close look at these 19th Century…

Frank Lloyd Wright in Oak Park

Oak Park is home to the world’s largest collection of buildings designed by Frank Lloyd Wright. View…

Elevated Architecture: Downtown "L" Train

Explore Chicago’s amazing architecture from the unique perspective of elevated trains and station platforms…

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Wabash Avenue Arts Corridor

Discover a living urban canvas along the Wabash Avenue Arts Corridor in the South Loop. Learn more about…

Over the course of 90 minutes, explore some of the newest buildings around the Chicago Architecture Center…

Aqua, St. Regis Chicago and Lakeshore East

Take a short walk to see the Lakeshore East neighborhood, featuring two notable buildings designed by…

Riverwalk West

This tour helps you discover the western portion of the Riverwalk, starting at the Vietnam Memorial near…

5 Tours in this collection

Modernism: Reviving the Loop

Previously titled Mid-Century Modern Skyscrapers, this tour takes a look at iconic Mid-Century Modern…

Art Deco Skyscrapers: The Loop

Go inside the lobbies of Art Deco masterpieces built in the heart of Chicago’s financial district during…

Art Deco Skyscrapers: The Riverfront

Tour the lobbies of five opulent Art Deco skyscrapers built near the banks of the Chicago River during…

Chicago's Moveable Bridges

Understand how the unique Chicago-style bascule bridges work. View the underpinnings of the bridges,…

Walk the 606

Learn about The 606/Bloomingdale Trail and how it came to be during this 90-minute, one-mile walking…

Grant Park Secrets

Grant Park’s landscape is both front yard and recreation spot for Chicago. But did you know that the…

Civil War to Civil Rights at Oak Woods Cemetery

Hear the stories behind the people buried at the beautiful and tranquil Oak Woods Cemetery on Chicago’s…

6 Tours in this collection

Northwestern University

Discover Northwestern University’s stunning, wooded campus on the shore of Lake Michigan. This two-hour…

In addition to being the site of the 1893 World’s Fair, Hyde Park is also home to the University of…

Explore Chinatown

Discover the art, architecture and history of Chinatown on this 90-minute walk, which includes stops…

Discover Uptown—a treasure trove of terra cotta ornament and creatively repurposed historic buildings;…

Fulton-Randolph Market

Discover the fascinating 150-year evolution of the Fulton-Randolph Market District from food wholesaling…

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Tours by location.

Your selections are: Neighborhoods

Humboldt Park

Walk the historic core in the largest of Chicago’s West Side parks, created by many including William LeBaron Jenney and Jens Jensen. Discover architecture and sculpture that honor many of the immigrant groups that have created our city. Our walk partner…

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Historic Austin

Explore the architectural gems of Austin, a former “railroad suburb” on Chicago’s West side. Annexed in 1899, Austin became the home of numerous immigrant communities and remains a hub for many grand residences built in the fashionable Queen Anne…

Discover the art, architecture and history of Chinatown on this 90-minute walk, which includes stops at a Chinese bakery and a former Italian church. The tour begins and ends near some of Chinatown's tastiest restaurants, convenient for those wanting…

Discover Northwestern University’s stunning, wooded campus on the shore of Lake Michigan. This two-hour walking tour explores a wide variety of architectural styles, from 19th Century Collegiate Gothic buildings to cutting-edge, contemporary designs…

Learn about The 606/Bloomingdale Trail and how it came to be during this 90-minute, one-mile walking tour along the beautifully restored Bloomingdale railroad viaduct on Chicago’s northwest side.

Discover the fascinating 150-year evolution of the Fulton-Randolph Market District from food wholesaling and meatpacking to gourmet restaurants, technology hubs and boutique hotels.

Hear the history of this stately neighborhood, home to Chicago’s early industrialists, modern-day innovators and President Barack Obama.

Walk Pilsen

Discover Pilsen, a neighborhood that continues to welcome immigrants, adding to the mosaic that enriches urban life. Walk a vibrant community whose architecture and art reflect the dreams of all who come to Chicago. Trace European and Mexican influences…

Discover Uptown—a treasure trove of terra cotta ornament and creatively repurposed historic buildings; home to entertainment palaces like the Riviera, Green Mill and the Aragon Ballroom; and one of the most diverse neighborhoods on the North Side.

In addition to being the site of the 1893 World’s Fair, Hyde Park is also home to the University of Chicago and many significant buildings, including Frank Lloyd Wright’s masterpiece, Robie House.

Gold Coast: Astor Street

Discover the architectural treasures of the Astor Street Historic District, one of Chicago's most affluent neighborhoods. The tour covers residential architecture of the late 19th and early 20th centuries and looks at the preservation movement of the…

Gold Coast: Dearborn Street

See beautifully preserved examples of domestic architecture of the early 1900s in this delightful walk along three blocks of Dearborn Street in the heart of Chicago’s Gold Coast.

Mies and Modernism: The IIT Campus Tour

The Illinois Institute of Technology is home to the largest group of buildings designed by Mies van der Rohe—the most influential figure in American Modernism. This tour traces the evolution of the campus with a special emphasis on the years 1938—1958—the…

Wicker Park

Learn the history of this Northwest Side classic Chicago neighborhood listed on the National Register of Historic Places. Developed by numerous immigrant communities beginning in the 1870s, today it is a diverse mix of economic levels and architectural…

Hear the stories behind the people buried at the beautiful and tranquil Oak Woods Cemetery on Chicago’s South Side, from important local African Americans who fought for Civil Rights to Confederate prisoners of war.

Civil War and Chicago's Role: Rosehill Cemetery

Hear the stories of the heroes, villains and ordinary citizens on this visit to Rosehill Cemetery. Learn about the people who were instrumental in the nomination of Lincoln, discover the role of newspaper editors in this struggle and those who were involved…

Architectural Highlights by Bus

Discover the exciting diversity of Chicago’s world famous architecture as we trace its development from the early days up to the present.

Beverly (South): A Castle, Mansions and More

Tour one of Chicago’s most fascinating neighborhoods, Beverly. Explore two houses built just after the Great Fire of 1871, a Frank Lloyd Wright home and a true Chicago castle. This tour showcases part of Chicago’s Longwood Drive Landmark District…

Bohemian National Cemetery

Discover a wealth of stories told in stone and bronze at Bohemian National Cemetery. Since 1877, Bohemian National has remained the cemetery of choice for Chicago’s Bohemian and Czech immigrant communities. In this beautiful space, immigrants have vividly…

Lincoln Park: From Cemetery to Sculpture Garden

Take a pleasant walk through Chicago’s beautiful Lincoln Park—a former lakeside cemetery turned recreation destination. Hear about the park’s history, learn the stories behind famous sculptures and enjoy a stroll through the park’s beloved zoo…

Old Town Triangle

No other Chicago neighborhood is like Old Town. Tucked behind high-rises and moments from the vast green space of Lincoln Park, this landmark district has a unique history and diversity. Today diversity adds richness to Old Town from St. Michael's Church—considered…

Pub Tour: Andersonville

Experience the Swedish influences of Andersonville a historically landmarked neighborhood settled in the 1850's. Join us in seeing architecture taken to new uses and now operate as churches, restaurants and schools with Scandinavian inspiration. Get…

Pub Tour: Near North

Explore the variety of living spaces in the Near North neighborhood, part of River North. High rise living among micro-unit apartments interspersed with various hotels broaden the idea of working from home. Historically a destination for Italian immigrants…

Pub Tour: West Loop

Combining post-Chicago fire buildings with the recent influx of residents and company headquarters locations, see how buildings in the West Loop have adapted to spaces for families to live, work and play. Stroll by an abundance of cutting-edge dining…

River North: Transformation of a Neighborhood

See historic gems in this former center of manufacturing and explore its boom-and-bust transformation into a vibrant neighborhood buzzing with residential buildings, entertainment venues and office towers. Steeped in history and character, River North…

Sheffield Historic District

Historic Sheffield is long considered a gem of late 19th century architecture, its streets lined with gorgeous homes from that era and beyond. Also noteworthy are the three Row House Districts from the 1870s and ’80s, each of them landmarked by the…

University of Chicago

Come explore the early Collegiate Gothic roots of the university campus in the original quadrangles, the “march of mid-century modernism” along the Midway and the recent, breath-taking architectural additions such as the Helmut Jahn’s Mansueto Library…

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Plan Your Trip

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Explore Chicago's Neighborhoods

Get to know the city block by block

Chicago just wouldn't be Chicago without its diverse and vibrant neighborhoods.

From Wicker Park to Wrigleyville, get to know what some of Chicago's best neighborhoods have to offer, and discover the city one block at a time.

The Loop & The Magnificent Mile

Iconic Chicago Experiences

Experience two of downtown Chicago's most iconic districts.

Where the famous ‘L’ trains meet, the Loop offers favorite Chicago photo ops, like The Bean in Millennium Park and the legendary Willis Tower (formerly Sears Tower). For a one-of-a-kind look at the city, make sure to stop by 360 Chicago. This glass penthouse offers a stunning 360-degree view of the city from high above the street (try the Tilt, if you dare). Make sure to save some time to admire the architecture and pay a visit to the fantastic museum campus.

The Magnificent Mile

Easily Chicago's most iconic shopping district, The Magnificent Mile on Michigan Avenue is a short walk north of Chicago's Loop and offers one of America's best urban shopping experiences. The Magnificent Mile also plays host to a variety of major events in Chicago throughout the year.

Things you might like

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Millennium Park

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The Field Museum

Adler planetarium and astronomy museum.

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360 Chicago - TILT

Art institute of chicago, shedd aquarium, chicago's hottest neighborhoods.

Hipsters, bohemians & trend-setters welcome

Explore some of Chicago's trendiest and up-and-coming neighborhoods.

Wicker Park & Bucktown

Two of Chicago's artistic meccas, take advantage of frequent music festivals, peruse the area's various galleries and taste some interesting culinary treats.

Logan Square

An up-and-coming home for the up-and-coming, Logan Square is one of Chicago's trendiest new neighborhoods. Chock full of interesting stops like the Logan Arcade and fabulous bars and nightlife, Logan Square is an exciting place to spend a day.

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Wicker Park/Bucktown Shopping

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Revolution Brewing

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Bang Bang Pie Shop

Fulton market district.

Chicago's restaurant row

Sample cuisine from some of Chicago’s best and brightest.

If you’re looking for great cuisine in Chicago, look no further than the Fulton Market District. Just west of the Loop, you’ll find a utopia of fine dining, small sit-down spots and anything else you might be craving.

Check out the Famous Au Cheval, voted Best Burger by the Food Network. (The single cheeseburger is a double and the double is a triple so … be prepared.) For upscale and experimental dishes, pay a visit to The Girl & The Goat. Head Chef Stephanie Izard opened her award-winning restaurant in 2010 after winning Bravo’s Top Chef competition, and it’s been up hill ever since. And if neither of those tickle your fancy, take a stroll to discover something new! You won’t have to travel far.

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Girl & the Goat

Fulton market kitchen, chicago's melting pot.

Ethnic neighborhoods

Travel from China to Greece in a few miles with these unbelievable ethnic neighborhoods.

Instantly recognizable, Chinatown is a must for any Chicago tour. Visit the Chinese-American Museum of Chicago to learn about the area's history and residents, sample some hyper-authentic Chinese cuisine and take some photos of the neighborhood's stunning architecture. And if you happen to be in the area during the Chinese New Year, don't miss the annual Chinese Lunar New Year Parade, complete with traditional dragons and drummers marching the streets.

If you find yourself wandering the Near West Side, you might just stumble into one of Chicago’s best authentic Greek communities. Celebrate at the annual Greek Independence Day Parade, discover the National Hellenic Museum and take a tour on the Greektown Trolly.

Bronzeville

Bronzeville owes much of its incredible heritage to the “Great Migration.” As African-Americans fled oppression in the early 1900s, many made their home in what would come to be known as Bronzeville. This vibrant South Side community is alight with beautiful history and cultural attractions. Take a walking tour of the neighborhood to enjoy stunning Victorian and Romanesque architecture, and soak in the incredible public art displays, like Alison Saars “Monument to the Great Northern Migration” and the Victory Monument.

Pilsen & Little Village

Pilsen and Little Village, or La Villita, are two of the most vibrant Mexican communities in the country.  Together, these Lower West Side neighborhoods offer a rich cultural history. Visit the acclaimed National Museum of Mexican Art and peruse the authentic Mexican shops on a bustling 26 th   Street. Feast your eyes on beautiful street art and murals pasted everywhere  and sample some mouth-watering Mexican cuisine.

West Rogers Park 

West Rogers Park is a multicultural hub on Chicago’s North Side, serving as home to the city’s Jewish community and recent immigrants from  Russia, Pakistan, India and other countries. Be sure to take a stroll down the famous Devon Avenue, also known as Little India, for an afternoon with authentic Indian shops and dining.

A presidential neighborhood

Home to some of Chicago’s best museums and a beloved Chicago native.

This South Side gem is home to one of the nation’s most distinguished schools – the University of Chicago – and one of Chicago’s most distinguished natives – President Barack Obama. Take a tour of the Obama sights, then check out the incredible museum scene – like Chicago favorite, the Museum of Science and Industry. Cap off your day perusing the vibrant food scene, and, of course, taking in some incredible local architecture. 

Museum of Science and Industry

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Frank Lloyd Wright's Frederick C. Robie House

Dusable museum of african american history.

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Obama Family Home

Lincoln park.

An upscale playground

Home to culture, a zoo and the well-to-do.

Lincoln Park is one of Chicago's most upscale neighborhoods. Right along Lake Michigan, just north of The Loop and Michigan Avenue, Lincoln Park affords visitors a variety of unique urban experiences. Visit local favorite Lincoln Park Zoo, learn about the City’s past at the Chicago History Museum and patronize some of Chicago's best and most exclusive shops. 

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Lincoln Park Zoo

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Lincoln Park Conservatory

Chicago history museum, wrigleyville.

Chicago's biggest party

Bars, baseball and more bars.

Thanks to the Chicago Cubs, Wrigleyville is alive with bars and nightlife. Close out your Chicago neighborhood tour at acclaimed local clubs like Smart Bar, see who's playing at the Metro and snag some classic Chicago fare. And if you happen to be in town during baseball season … well, you know where to go.

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Wrigley Field

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Chicago Neighborhood Tours

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Similar Experiences

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Detailed Reviews: Reviews ordered by recency and descriptiveness of user-identified themes such as wait time, length of visit, general tips, and location information.

Chicago Neighborhood Tours - All You Need to Know BEFORE You Go (2024)

Explore Chicago with a local

Discover Chicago's highlights and hidden gems with a friendly Chicagoan by your side. Learn more about our free Chicago Greeter program.

Discover Chicago Greeter

Greeter visits

Immerse yourself in our unique neighborhoods and downtown sights during a Chicago Greeter visit. These free visits are a great way to explore the city with the insider perspective of a friendly local. Learn more about Chicago Greeter and sign up for a free visit today.

Volunteer with Chicago Greeter

Becoming a Chicago Greeter requires no previous experience — just a passion for Chicago. We're always looking for friendly, knowledgeable locals to help welcome visitors from around the globe to Chicago. Find out how to become a Chicago Greeter for your favorite neighborhood.

Neighborhood Gems

Check out just a few of the unique sites and under-the-radar spots you can discover during a Chicago Greeter visit.

What people love about Greeter

We went around the city where Denise showed me not only some of the main landmarks of the city but also perks and views that only locals know about and that I would not have the chance to visit if it was not for her. Denise also describes the neighborhoods, buildings, history of the city and points for me to visit during my stay. It was excellent, thank you!

“Sofia was spectacular during our tour. She took us to new places and told us several facts that made our vision of Chicago even broader. We will definitely recommend it to all our friends who travel to Chicago. It was SENSATIONAL!”

“Jim was great. He had so much knowledge about the history of the city and the buildings. We had planned on walking some of the area he took us on by ourselves, but we would have missed so much and not learned nearly as much about the buildings, the people, the city as a whole.”

“Brian was fantastic! Our time with him was better than we could have expected. We used his restaurant suggestions for our entire stay. We learned information about the city that we would have never known . I have already recommended this service to friends and will definitely use it again myself.”

“In three weeks of being in Chicago, this was by far the greatest highlight. My tour and connection with Sharyne really elevated the experience and drove me to want to move to Chicago sooner than I’d planned to. I hope in the coming years I call this city home.”

This website uses cookies to ensure the best experience, which you consent to by clicking ‘Got It.’ Learn more about how we handle your personal data and rights by reviewing our Privacy Policy and Terms of Use . By visiting chicagogreeter.com, you are consenting to the Privacy Policy and Terms of Use.

Take a Tour

Take a tour of pullman.

Pullman is an active, vibrant Chicago neighborhood where you can experience the continuing American stories illuminated by this special place. Historic Pullman Foundation offers the following tours and programs, in addition to encouraging visitors to explore Pullman National Historical Park and State Historic Site .

Self-Guided Tours

First sunday walking tours.

Guided tours are available to the public on the first Sunday of the month, from May through October. Tours begin at the Pullman Exhibit Hall at 1:30 p.m. and last about 90 minutes. Tours are $20, or $15 for seniors and students, and include access to the Exhibit Hall.

School and Private Group Tours

School or private group tours for 20 or more people can be arranged any time of year. Click the link below to schedule your tour.  For more information, scroll down for planning details and contact information.

More about Private Group Tours

Visiting Pullman for a private walking tour is a wonderful way for your group to be immersed in the continuing American story that is Pullman. We host school groups and other private groups year-round and can customize your tour to suit your group’s interests. The following offers more details to help design your tour.

Start at the Pullman Exhibit Hall Before you head out for the walking portion of your tour, you’ll start at our Exhibit Hall, where you will:

• watch a 15-minute introductory video that provides an historical overview of the town of Pullman and the preservation activity in the community today.
• view our ongoing exhibit of historic photos and artifacts.
• have the opportunity to purchase select books and gifts related to Pullman.

During your tour Your group will then take a guided walk of the town and learn about the history of Pullman, its architecture and the landmark community today. Tours are conducted by trained volunteer guides who are residents or enthusiasts of Pullman. During the tour, visitors experience a walk back in time, with opportunities to view the exterior of almost all of the original 1880s housing and many public buildings that comprise the district today. You will also tour the interior of Greenstone Church if it is open that day.

Details for arranging a group tour

• Guided Group Tours are available year-round for groups of 20 to 100 people.
• A minimum tour rate is applied for groups of less than 20 people.
• Please discuss any special interests your group may have when you are booking your tour. Select guides are available to focus on areas of particular interest to your group, such as architecture, planning, Chicago history, labor history, etc.
• Although we recommend your group walk the tour route, our guide can board your tour bus for the walking portion of the tour.
• Average tours last between two and three hours, but tour length can be accommodated to suit the needs of your group. Though we do not recommend tours of less than 90 minutes, please discuss any time restrictions with our Tour Coordinator so we can best accommodate your group’s schedule.
• Ample parking is available at Pullman Exhibit Hall for cars and buses.
• The Exhibit Hall is fully handicapped accessible. We can also provide amplification devices for the hearing impaired to be used during the video presentation.
• For more information, contact our Tour Coordinator at 773-785-8901 . Please leave a call back number and email address . You may also email directly at [email protected] . Thank you.

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Chicago Walking Tours

See our Calendar Below for All Tours, as well as Things to Do & Travel Tips

Featured tours.

Architecture Tour

Architecture tour highlights.

Haunted History

Haunted history highlights.

Loop and Millennium Park

Loop and millennium park highlights.

Riverwalk and History Tour

Riverwalk and history tour highlights.

Lincoln Park & Blues

Lincoln park & blues highlights.

Winter Riverwalk

Winter riverwalk highlights.

Free Tours by Foot is pleased to present the best pay-what-you-like guided Chicago walking tours. 

These interesting and informative sightseeing city tours will take you through many of the Windy City's most famous neighborhoods.

Everyone should be permitted to take a guided tour for a price they feel it was worth or what they could afford – even free!  

Pay-what-you-like tours are tours for every budget.  

• Walking Tours
• Architecture Tours
• Tourist Discount Passes
• Chicago Travel Tips

CHICAGO WALKING TOURS

We provide a platform for local, freelance tour guides to lead walking tours as well as ghost and architecture tours at no upfront cost, so that you may enjoy a worry-free quality sightseeing experience.

Walking tours are our forte, and we offer a number of daily and weekly pay-what-you-like walking tours of Chicago as well as completely free self-guided options.

You could browse the tours that we have by clicking the links below, by scrolling our public calendar (also below) or it just might be best to go directly to our  booking page . 

There’s no cost to book our walking tours. 

We have roughly 1000 reviews with a rating of  5 out of 5 stars and with 97% of reviewers rating us as very good or excellent.

We are so well-reviewed, yet TripAdvisor seems to hide us from you (probably because they can’t sell our tours for commission).   Read the reviews  for yourself.  

Our premiere Chicago walking tours are great day or night and serve as introductions to the city, Chicago history and cover the many of the main tourist attractions.   

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Our Regularly Scheduled Tours

• The Birth of the Skyscraper:  Architecture Tour is a great way to discover and appreciate the incredible landscape of buildings in Chicago and it ends in Grant Park near the famed Buckingham Fountain.
• The  Riverwalk and Chicago History Tour follows the path of the Chicago River and focuses on the history of Chicago, the Chicago Flag, and the beautiful buildings that line the river.
• North Loop and Millennium Park Tour , which covers a great portion of Chicago’s downtown Loop neighborhood, public art, and ends in Millennium Park.
• Our  Chicago Ghost Tour -Haunting History is for folks who love haunting history and creepy tales of the dark side of the White City.
• On The Magnificent Mile Tour , you will discover fun Chicago facts like the history of deep dish pizza while exploring our most popular downtown area.

Weekly Tours

• Our  Gold Coast Tour  meanders through the history of high society where you will be introduced to the glamorous residential neighborhood built around Lakeshore Drive.
• Explore Lincoln Park on our Lincoln Park and Gangster Tour to appreciate a unique neighborhood scattered with hidden history including tales of Chicago Gangsters.
• We also offer a West Loop tour which combines great storytelling for history buffs with great photo ops for those more in the “sightseeing” mood! 
• Get out of downtown and check out the Chicago Street Art on our Wicker Park Culture & Street Art tour.

Winter Tours

We offer tours year-round, even in Chicago's winter, but we take into account the need to be seasonably appropriate for walking tours. Check out our special Winter offers:

• In the winter, we offer a Pedway Tour that explores the indoor tunnels and paths to discover Chicago architecture and arts in a warmer way.
• There is also a  Winter Loop option where we will spend about half of the time outdoors looking up at the skyscrapers and the other half will be spent inside exquisite public buildings and lobbies.
• Our Winter Architecture Tour explores the unique landscape of buildings in the downtown area while also popping into many lovely lobbies for warmth!  This tour is abbreviated and adjusted for our Chicago winters.

En Español:

• Tour del North Loop y Millennium Park
• El Tour Chicago Riverwalk
• Audio Tours

CHICAGO ARCHITECTURE TOURS

Many of our pay-what-you-like walking tours are architecture tours or architectural points are a large part of them.

These tours include:

• The Birth of the Skyscraper
• North Loop and Millennium Park Tour
• Riverwalk and Chicago History Tour
• The Magnificent Mile Tour
• West Loop Tour

In addition to our walking tours, there are other walking tour companies that offer excellent architecture tours.

Another popular option is to take an architectural boat cruise . There are even architectural tours by bus as well as Segway.

If you are on a budget or would just like to take things at your own pace, then consider one of our self-guided walks .

OTHER TOURS

In addition to walking tours, Chicago has bus, bike & boat tours. Read all about them...

• What is the Best Chicago Architecture Tour?
• Chicago Boat Tours Compared
• Hop on Hop off Chicago | Big Bus Tours vs. City Sightseeing Tours
• Chicago Ghost Tours | Haunted Tours in the Windy City
• Chicago Segway Tours
• Chicago Bike Rentals and Tours

PRIVATE TOURS

We also offer our guiding services for private groups, families, or school groups where we can guide you in the Loop, the South Side and anywhere else in Chicago.

Find out more about private tours...

And much, much more

North america, united kingdom & ireland, middle east & india, asia & oceania.

Chicago City Tours

• Explore Chicago Tours by Land & Sea

Summertime Chicago Tour

Albany park, art around town, beautiful beverly, bucktown, humboldt park & logan square, chicago’s magnificent churches  , devon avenue, greek chicago, great cemeteries of chicago  , greek town, chinatown & little italy, historic bronzeville, hyde park & kenwood, humboldt park, wicker park & ukrainian village, irish chicago, jefferson park, portage park & six corners, land of lincoln, little italy, little italy, pilsen & little village, pilsen & little village, polish chicago, pullman historic district, south shore neighborhoods, south chicago, taste of the neighborhoods, the white city, uptown, andersonville & lincoln square, wicker park & ukrainian village, chicago boat tours.

Chicago tours will widen your knowledge about the city and allow you to experience the rich history, cultures, and enjoy the beautiful view of this city. No matter what time of the year it is, Chicago always has something for you to see and do.

Whether it’s spring, summer, winter or fall, taking one of the many Chicago tours  available can allow you to see this city during it’s many seasons. Venturing out in the spring when the flowers and greenery are coming alive, and in the summer when everyone is enjoying the weather, and outdoor fun can be an amazing way to spend time. If the seasons don’t limit you, you can continue touring the city in the fall when all the bright colors are at their peak, or in the winter when the outdoor can appear like a winter wonderland.

There are many ways to explore this city. Whether it’s by bus, horse drawn carriages , or walking. There are a variety of themed tours that you can adventure out on and learn more about Chicago.

Trolley tours are another option and one of the more popular tours in the city. You can ride around in a red trolley and get a first hand view of what Chicago has to offer while enjoying the fun that only a trolley can bring. If you are a hands on person who wants to take your voyage into your own hands you can discover the city via a Bike or a Segway tour . Some tours occur during the day and night. This can give a person a chance to see the city’s contrasting views.

Chicago Neighborhood Tours

Sample the charms and histories of three diverse neighborhoods. From the Greek Town, Chinatown & Little Italy tour to the new Chicago Public Art tours, Summertime Sampler tours are the perfect introduction to Chicago communities.  Encounter the history, culture, and people of 35-plus Chicago neighborhoods on 15 different tours. Church spires and stylish boutiques define Wicker Park & Ukrainian Village . Uncover Chicago’s past and last Masonic Temple when Jefferson Park, Portage Park & Six Corners debuts. On the new South Chicago tour, think “Green” at Calumet Park and the old U.S. Steel site. Rotating on Saturdays, Neighborhood Tours hold surprising discoveries.

With many different tours to choose from, the Chicago Neighborhood Tours offers something for every section of Chicago. You can choose to do a single neighborhood tour such as Bronzeville or Devon Avenue – or try a Summertime Sampler, which will take you on a tour of several Chicago neighborhoods in one afternoon, such as Greek Town, Chinatown & Little Italy. Most tours begin at 10 am on their respective dates. Mine the city’s hidden gems, its neighborhoods. From South Side neighborhood Beverly on the new Beautiful Beverly tour to historic parks on the new Garfield Park & Beyond tour, Neighborhood Tours showcase the arts, culture, history, and people of Chicago.

Get in on memorable events, people and ideas that helped make up modern Chicago on 6 different expert-led tours. On The White City tour, feel the excitement of the 1893 World’s Fair, or delve into the history of Greek Chicago . Navigate Polish Chicago , the largest such community outside Warsaw, and try a tasty assortment of ethnic cuisines on Taste of the Neighborhoods .

Sample the charms of diverse neighborhoods on 4 abridged tours. The delightful trios featured include the popular Greek Town, Chinatown & Little Italy and brand-new, Bucktown, Humboldt Park & Logan Square . In several communities on Art Around Town , see classic, contemporary, indoor and outdoor mosaics and sculptures. Summertime Sampler Tours are the perfect introduction to Chicago’s many neighborhoods.

More Albany Parkers were born around the globe than any other Chicago community’s residents. Begin in this sprawling neighborhood visiting local treasure Indian Boundary Park before enjoying light refreshments at Superdawg Drive-In . Travel its “Bungalow Belt”, spot urban wildlife roaming the 155-acre North Park Village (once the Municipal Tuberculosis Sanitarium site) and leisurely walk North Park University campus, along the river. End at the serene Cambodian American Heritage Museum .

Amazing, world-class artworks add panache to Chicago neighborhoods with hundreds of sculptures, paintings, murals and monuments from private and public enterprises as well as Chicago’s Public Art Collection .  Spot pieces in and around building lobbies, parks, plazas, viaducts and other surprising places.  The intimate knowledge gained illuminates why Chicago takes pride in being a leading promoter of public art.

Trees galore, historic homes—including the country’s largest cache of architect Walter Burley Griffin designs—beautiful parks and lovely churches distinguish Beverly Hills . And winding streets wow at every turn. Join a discussion at the Ingersoll-Blackwelder House , a privately owned historic residence. Delight in refreshments at a local restaurant in Beverly’s charming shopping district. Drop by Beverly Arts Center for a look at its current exhibits and performance schedule.

Take in the 200-plus-acre Humboldt Park ‘s Refectory and Boat Landing, Rose Garden, and Receptory and Stable, designed by turn-of-the-20th-century greats such as landscape architect Jens Jensen. Nearby, Logan Square offers some of the city’s most elaborate dwellings, facing Logan Boulevard, and the striking Illinois Centennial Monument, commemorating the 100th anniversary of Illinois’ 1918 statehood. In Bucktown , look around dozens of shops on Damen and Armitage avenues.

Observe a captivating cross-section of religions, cultures and communities when you call on three or four Chicago-area churches, temples and sanctuaries. ** Compare and contrast religious faiths and customs on this popular tour of Chicago’s sacred spaces. Restaurant stops will vary by community areas visited. ** Church stops vary by tour date and are subject to availability

Cruise through the Bryn Mawr Avenue [national] Historic District before reaching Devon . Set off on foot for guided discovery. Find exotic delicacies in international delis and grocers. Browse sparkling jewelry stores and colorful sari shops, and sample Indian tasty treats along the way. Come across Devon Avenue’s Jewish roots to the east and later, its Croatian legacy during a short discussion at Angel Guardian Croatian Catholic Church (subject to availability).

On this excursion, community experts herald the fascinating history, customs, and religion of Greek Chicagoans. The importance of the famed Jane Addams Hull House to early Greek immigrants comes to light during a private tour and discussion. Then, the National Hellenic Museum chronicles their American experience. Savor lunch at a Greek restaurant before visiting Annunciation Greek Orthodox Cathedral ** for an in-depth look at the Greek Orthodox religion.

Arrive at the city’s most famous resting place, Graceland Cemetery , for a unique twist on defining moments and key players. View the eye-catching architecture and art honoring Chicago leaders, politicians and everyday citizens including architects Louis Sullivan and Daniel Burnham, retailer Marshall Field and hotelier Potter Palmer. At Rosehill’s vast Mausoleum, unearth little-known accounts, peer through awe-inspiring Tiffany windows and find opulent tombs of notable families. Wear comfy shoes.

Look into the Near West Side neighborhoods of Greek Town and Little Italy where Greeks and Italians first settled. Traverse Little Italy’s Taylor Street, as have generations of Italian families. Enjoy vibrant Chinatown of the Near South Side. Browse Chinatown Square and dozens of shops full of all kinds of goods from China and other Asian locales. Spend some time on your own exploring Little Italy and Chinatown.

A leading 20th-century African American community, Bronzeville is moving toward a modern-day revitalization. Travel throughout this quiet neighborhood, and tap into past and present at DuSable Museum of African American History , a major independent institution. Observe youths and adults in action at Little Black Pearl Art and Design Center , offering opportunities through cultural entrepreneurship. Finish up at one of the lovely area galleries, Gallery Guichard .

Here’s where lakefront vistas, architecture, ancient history and Nobel Prizes meet. Admire Kenwood dwellings including President Barack Obama’s. Enter Hyde Park’s Art Deco–style St. Thomas the Apostle Catholic Church ,** by noted architect Barry Byrne. On the University of Chicago campus, enjoy the world-famous Oriental Institute Museum’s Egyptian, Iraqi and Persian antiquities, and Rockefeller Memorial Chapel .** At tour’s end, stroll the enchanting, lakeside Osaka Garden on Jackson Park’s Wooded Island.

Discover the unique histories, traditions, and stories of these three neighborhoods. See the distinct homes, churches, and parks in each. Gather in the heart of Wicker Park for self-exploration.

Irish Chicago’s vital role, during early American history and since, comes alive at Holy Name Cathedral ,** the seat of Chicago’s Roman Catholic Church. Tour the second oldest church, Holy Family ** (a survivor of the Great Chicago Fire). The traditionally Irish Bridgeport neighborhood provides the backdrop for exploring why Irish immigrants settled here. Following lunch at a local Irish pub, check out the lively Irish American Heritage Center .

Both Jefferson Park and Portage Park’s peaceful residential streets surround busy far-north hubs such as Six Corners. At Portage Theater , discuss its restoration, 1920s beaux-arts interiors, and audiences then and now. Look into spiritual and architectural matters at the Spanish Revival–style Our Lady of Victory Church .** Go behind the scenes at Gateway Theater , serving Jefferson Park’s thriving Polish population alongside others, and Jefferson Park Masonic Temple .

Lincoln statue in Senn Park marks an 1860 presidential campaign stop. Enjoy The Chicago Lincoln in Lincoln Square and Lincoln Restaurant’s light fare. It’s a friendly talk on the Lincoln-Douglas Debates at Stephen A. Douglas Tomb and Monument . View Lincoln, The Orator near Oak Woods Cemetery Civil War graves. In Lincoln Park , stand in awe of the Standing Lincoln and Chicago History Museum Lincoln memorabilia.

Late 1800s Southern Italians and Sicilians settled this Near West Side jewel, then hosting Chicago’s largest Italian population. Muse on early Italian heritage during the private tour-discussion at national landmark Jane Addams Hull-House Museum . Hit Taylor Street for refreshments at a local Italian restaurant before a guided walk through the neighborhood’s quiet, tree-lined streets. Finish with a short talk at the Shrine of Our Lady of Pompeii .** Bellissimo!

Sample Little Italy, the charming home to generations of Italians. Hear about Pilsen’s Bohemian roots and modern-day Mexican and Mexican American community, shared with nearby Little Village. Browse Little Village’s 26th Street shopping district on your own.

Viva, Pilsen and Little Village! Together, they’re one of the country’s largest Mexican and Mexican American communities. Scope out Little Village’s 26th Street . This top-shopping destination offers many diverse establishments including authentic dulcerías (sweet shops), restaurants and panaderías (bakeries). In Pilsen, visit a local church ** and view several bold, expressive murals and mosaics en route to the nation’s largest and accredited Latino museum, the National Museum of Mexican Art .

Where’s the largest Polish population outside of Warsaw, Poland? Chicago! Experience it starting with St. John Cantius Catholic Church ,** whose spectacular Romanesque Baroque architecture makes it a standout. As you veer along Milwaukee Avenue the “Polish Triangle” is revealed. Break for lunch before the enjoyable guided tour and discussion at the Polish Museum of America . There’s ample time to roam on your own through this important cultural institution.

Pullman Historic District—the first planned industrial town, created by George M. Pullman of Pullman Palace Car Company—is a city, state and national historic landmark. Architect Solon Beman designed this 1896 World’s Most Perfect Town. The exploration is afoot with a short historical presentation inside the Pullman Visitor Center . On a comprehensive walking tour, visit Greenstone Church ** and the celebrated Hotel Florence for a restoration update and tour.

After the 1893 World’s Columbian Exposition, South Shore became a middle-class sensation. Alive with such cultural, historical and architectural landmarks as the intriguing South Shore Cultural Center , South Shore, Chatham and Greater Grand Crossing offer much. Visit Saint Philip Neri Catholic Church ,** and spy the restored New Regal Theater. Expect more pleasurable viewing at the award-winning Gary Comer Youth Center , whose John Ronan Architect design supports local kids’ activities.

Long-standing industrial pockets on the far-south shore, South Chicago and Southeast Chicago are “going green”. Take stock of the old U.S. Steel South Works site slated for reuse in a LEED-certified eco-friendly community. Visit Saint Michael the Archangel Catholic Church ** founded for Polish immigrants, whose later arrivals for steel jobs soared. And find a National Shrine at Chicago’s oldest Mexican parish ** before discovering a Chicago landmark, Calumet Park Field House .

Travel Chicago and savor cuisines from lands near and far. This delectable journey features two different restaurants serving assorted small-plate samplers. Taste the nuances; talk exotic ingredients, techniques, and cultures; and collect recipes. Dessert or sweets at the last stop are the cherries on top. Destinations change every two months; restaurants are determined about three weeks before tour dates. Seats go quickly on this popular tour. Please call for details.

During the 1893 World’s Columbian Exposition, “The White City” enthralled 27 million visitors. You’re transported there through the photographic slide presentation at the Chicago Cultural Center . In Jackson Park , picture the fair’s hundreds of buildings, and see the Statue of the Republic and other original sites. After a bite, you’re off to the Chicago History Museum , where the elevated train that transported fairgoers to the exposition is on view.

These Far North Side neighborhoods. Time is allotted to explore Clark Street in Andersonville and the shops along Lincoln Avenue in Lincoln Square.

You’ve hit upon two distinct West Town neighborhoods. Wicker Park’s towering Victorian-era mansions and Ukrainian Village’s Eastern European accents hint at divergent origins. Soak up old- and new world history and culture at Ukrainian National Museum and a local church.** Shop fashionable boutiques in the heart of the oh-so-trendy Wicker Park, along Damen and Milwaukee avenues. Meet up for a revealing, walking exploration of Wicker Park and area architecture.

There are Chicago boat tours, and river tours where you can enjoy fun and food on the water. You can sail away in a custom river boat and enjoy the waves on the Chicago River or Lake Michigan. The views can be just stunning. You can gather with your friends, family or significant other and tour the city from a different point of view.

Weather permitting, these River and boat tours can involve viewing the many unique architectural styles that Chicago has.  Chicago Boat Tours and cruises can give you a chance to relax and sight see in this beautiful city. You will have a variety of boating companies to choose from along with different sizes of boats and ships.

You will definitely be able to find a ship that will cater to your needs. Some may be river boats and some may be larger boats that can also offer a cruise and dinner on Lake Michigan. Whatever your choice may be, it’s a great way to spend time on the water.

People love to go out on Lake Michigan especially when the weather gets warm. Chicago also has cruise boats that offer different themes with their cruises. Some are sightseeing architectural cruises. Some themes involve firework viewing during the cruises. These different themes can allow you to relax and enjoy the entertainment, and night views of the city. Others themes can involve a sightseeing sunset cruise if you desire to spend a romantic evening on the water.

Some cruises may just involve cruising under the moonlight and enjoying the presence of a loved one. You can also explore the city on one of the many River Cruises . These tours and cruises are seasonal as the River and Lake Michigan freezes in the winter. However in the spring, summer and fall the lake and river are alive with plenty of action and touring boats. The ships are very busy catering to their customers needs for a good time, and a terrific sightseeing and tour experience.

Chicago Neighborhood Walks

Welcome to chicago neighborhood walks.

If you’re here, you’re probably curious about walking some of Chicago’s neighborhoods, but don’t know where to start. Resources are plentiful for walks and tours in the Loop and attractions in the Near North Side, but what about the rest of the city where 95% of the population lives? Where should you go and what should you see when you get there? What is a good walking route to take?

We had those same questions when we started walking Chicago neighborhoods four years ago. In conversations with friends and family, we discovered that many of them would go walking if they had those answers and an easy to follow map.

Because we have enjoyed getting to know the history, culture and people of Chicago through our walks, we want to make it easy for others to do the same. We’re posting our walks here so you can pick a walk and go. We’ve walked over 50 neighborhoods and we are working on getting them all posted here. You can sign up at the bottom of the page and be alerted when we post a new walk or just check back before you set out to see if we have anything new up. When you get back, please post a comment with your experience, “must sees” or great places to eat.

So now you have no excuse! Get out there and start walking!

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Building community a walk at a time.

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We are a boutique experiential company that connects people to each other and their physical environments through storytelling and creative activities.

Corporations, universities, and museums consult with us for community building activities that incorporate chicago stories:  , – visitor experience strategy, – corporate field immersions , – experiential learning programs, – custom in-person tours, – virtual experiences for remote teams.

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With our  virtual tours , guests see stunning visuals and hear stories across time of  women’s history, the 1893 World’s Fair, Chicago food and drink, the Chicago River and more. As featured in  Entrepreneur Magazine . 

Live facilitators recount the big ideas and personalities across Chicago history.

Guests virtually travel through time and space via historic illustrations, 360-degree photos, and other beautiful visuals.

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Creative challenges, competitive games and reflection exercises promote collaboration and connection.

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We work with corporations, non-profits, and marketing agencies to design and produce hyperlocal stories via visual, written and experiential media. 

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Chicago Detours is passionate about connecting people to places and each other through carefully designed and curated experiences. 

Originally a tour company, we built a reputation for having not just some of the best tour guides, but also having incredible storytellers and experiential designers. 

Chicago Detours is a team of educators, historians, journalists, and creators. We are passionate about the power of storytelling. 

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Private Tour Coordinator and Tour Guide

There is no shortage of things to discover in Chicago—I love being an urban explorer and uncovering its hidden places. I have an MA in Public History from Loyola University Chicago, and I have worked as a museum educator and kindergarten teacher. My desire to learn new things fuels my passion for educating others, which I get to experience every day as a Chicago tour guide. I live in the northern neighborhood of Rogers Park.

Whether you are a first-time visitor or a lifelong resident, the vibrant history and modern majesty of Chicago never ceases to amaze. I’m a graduate of Columbia College with an M.A. in Interdisciplinary Art. I’ve worked for many years as an educator at City Colleges of Chicago. As tour guide at Chicago Detours, I integrate my enthusiasm for culture and architecture with my passion as an educator. West Town/Noble Square area is home for me.

With our Chicago neighborhoods, vibrant cultural institutions and nearly two centuries of larger-than-life stories, there’s never a dull moment here! I’m a fifth generation Chicagoan and a graduate of Washington University in St. Louis. In addition to guiding tours, I’m a creative writer and amateur genealogist. I also enjoy the city’s dynamic theater scene. You can also read overlooked stories from 19th-century newspapers on my “Second Glance History” blog. I live in River North.

Chicago is unique as it always evolves into the future while holding on to the past. I’m fascinated by how people latch on to old architecture but happily pave over others. My background is in theater and performance and I’ve been a tour guide here for more than 10 years. Currently I’m finishing my Master’s in Public History at Loyola University because I love to teach the history of this scrappy city. I’m in the Edgewater neighborhood.

Operations Coordinator and Tour Guide

Chicago’s history is so fascinating, you could spend a lifetime uncovering its secrets…I’m willing to give it a try! I have an M.A. in US History from the University of Nevada-Las Vegas and then pursued doctoral studies in Urban History at the University of Illinois at Chicago. I love to learn new aspects of Chicago’s rich history and then share my knowledge as a tour guide with Chicago Detours. I live in Ravenswood.

Content Manager and Tour Guide

Chicago has so many neighborhoods, buildings, and by-ways that it’s hard to go long without seeing something new, or something familiar from a new angle. I studied Cinema History for my M.A. from the University of Chicago. I’ve worked as a culture writer for various publications and as an educator of the humanities at the City Colleges of Chicago. I’m thrilled to share my love of this city’s busy past and unique architectural spaces with Chicago Detours. I live in the Chicago neighborhood of Lincoln Park.

Amanda Scotese

Executive director and tour guide.

Inside Chicago’s New Neighborhood Travel Show

Elizabeth Casolo , Skift

April 22nd, 2024 at 10:12 AM EDT

“The 77” video campaign is one way Choose Chicago is encouraging inclusive community tourism. And it’s a tasty one.

Elizabeth Casolo

Chicago is home to many iconic local eateries. At La Catedral Cafe & Restaurant, you can choose from up to 14 kinds of chilaquiles. At Old Fashioned Donuts, you can order fresh donuts from a man with over 50 years of experience making them by hand.

Choose Chicago, the city’s tourism bureau, invites you to dig into Chicago’s historic and culture-packed neighborhoods with its new web series, “ The 77: A City of Neighborhoods .”

Funded by an American Rescue Plan grant , the video campaign — posted on YouTube and Choose Chicago’s website — highlights five sets of neighborhoods across the city’s 77 community areas .

Mark Skala is the creative director and founder at Skalawag Productions, the production company behind the campaign. Skala said most episodes follow a similar trajectory: opening with a longstanding food establishment, transitioning to the neighborhood’s history and culture, and then ending with a small business “pioneer.”

Skift learned more about the campaign and its progress since the premiere earlier this month.

Gathering around the dinner table

Cinematic shots of food and cocktails greet viewers in each episode. Chicago is a foodie’s paradise, and the campaign’s creators embraced that.

“Food is the hook that gets people interested,” said Rob Fojtik, Choose Chicago’s neighborhood strategy vice president and the show’s host and executive producer.

As Skala puts it, the show gets you to salivate. Skalawag Productions specifically focuses on food and beverage videography, which set them apart when Choose Chicago solicited campaign pitches.

The series hopes to demonstrate the culture and history of the city’s neighborhoods, but food is an easy way to draw in an audience.

“You can learn about history, but, if there’s no place to go to get lunch or dinner or a cocktail, your trip is going to be less fun,” Fojtik said. 

Narrowing down the neighborhoods

Choose Chicago could only showcase a handful of neighborhoods in the series launch. There were two deciding factors when whittling down which communities would be featured.

Partnerships with chambers of commerce and community development corporations establish trust with neighborhoods. This can get Choose Chicago into the door of that mom-and-pop shop, filming for up to 12 hours a day.

But, beyond the logistics, the chosen neighborhoods play a role in Chicago’s growth.

“Each of these five communities has a distinct cultural character, a distinct history, and something that also speaks to the larger Chicago story,” Fojtik said.

The series intends to challenge a narrative. As the show explains, segregation in Chicago led to inequality, socioeconomic diversity, and isolation of communities. While still contributing to pressing challenges across the city, Chicago’s history shouldn’t be ignored.

“Things that cause us to have lots of problems actually are also the same things that give us so many wonderful, rich experiences you can only get in Chicago,” Fojtik said.

Spreading the word

Choose Chicago posted the episodes online, but the group is also hosting community screenings around the city. Viewers can enjoy the same bites as seen on the big screen. 

Fojtik said Choose Chicago also started a paid ad campaign to get more eyes on the show. 

Through its promotional efforts, Choose Chicago targets a range of audiences, starting with Chicago residents themselves.

“We can hop on the CTA, or cars or a bike or whatever, and get to other communities pretty easily,” Fojtik told Skift. Choose Chicago also considers the regional and national levels with its campaigns, hoping to identify affinity groups and niches that would enjoy these travel experiences. More broadly, Fojtik emphasized the prominence of the “cultural explorer,” or a tourist interested in getting to know all aspects of a city. 

Empowering communities

Beyond showing travelers other corners of Chicago, neighborhood campaigns have the potential to empower communities themselves.

Mike Moreno runs Osito’s Tap, a featured Little Village bar with a Bohemian history and a Latin twist. While Osito’s has already been in the press, Moreno said there’s been such an uptick in customers that he needs to hire more staff.

“My bar has been slammed for the last couple of weeks, which is amazing,” Moreno said. “(The series) brings attention to a neighborhood that I love so much that a lot of people aren’t familiar with.”

Fojtik sees the series as a chance for communities to speak out for themselves.

“These were opportunities to really amplify and highlight those community voices and perspectives,” Fojtik said. “I think it gave a lot of folks who participated in it an opportunity to have their voices heard.”

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Tags: american rescue plan act , arts and culture , chicago , choose chicago , community , coronavirus recovery , culinary tourism , cultural tourism , culture , DMO , dmos , domestic tourism , food , food and beverage , food tourism , gentrification , local communities , neighborhood

Photo credit: Drinks at Bronzeville Winery, a featured restaurant and bar in the series. Source: The 77: A City of Neighborhoods / Choose Chicago

23 Popular Chicago Neighborhoods: Where to Live in Chicago in 2024

Reading Time: 11 minutes

Located on the shores of Lake Michigan,  Chicago  is the perfect blend of city and nature. From skyscraper buildings to expansive parks and beaches, there’s something for everyone looking to  living in Chicago .

You’ll find countless neighborhoods that comprise the Windy City – each with a distinct charm and flair. There are so many that you may be struggling to decide just where to buy a home or  rent an apartment . So if you’re looking for the perfect Chicago neighborhood to call home, here’s a guide to some of the most popular ones.

1. Andersonville

Originally settled by Swedish immigrants in the mid-19th century, Andersonville is now a historic Chicago neighborhood known for its many antique shops and boutique stores. At the beginning of the 1900s, it was the hub of the city’s Swedish population. Clark Street was once lined with Swedish-owned bakeries, shoe stores and delis, and old photos of these businesses still hang in the windows of the buildings they once called home. Andersonville is also home to one of the largest LGBTQ+ communities in Chicago, and plays an important role in the city’s annual Pride festivities. The houses in Andersonville combine modern and historical – you’ll find many Victorians, two flats, bungalows, and graystones.

Learn more about the Andersonville neighborhood in Chicago .

Median Sale Price: $425,000 Homes for sale in Andersonville  |  Apartments for rent in Andersonville

2. Bucktown

Median Sale Price: $607,000 Homes for sale in Bucktown  |  Apartments for rent in Bucktown

4. Downtown Chicago

Downtown Chicago is a bustling, cosmopolitan area with a high concentration of businesses and cultural attractions. The neighborhood is home to the city’s financial district, as well as a variety of museums, theaters, and other cultural institutions. Downtown Chicago is also a popular destination for shopping, dining, and nightlife, and is served by an extensive public transportation network. The area is also home to many of the city’s tourist attractions, including Millennium Park, Navy Pier, and the Magnificent Mile.

The housing options in the Downtown Chicago area are very diverse. There are high-rise apartments, single-family homes, and townhouses. It’s also common to find many older homes converted into apartments.

Learn more about the Downtown Chicago neighborhood .

Median Sale Price: $385,000 Homes for sale in Downtown Chicago |  Apartments for rent in Downtown Chicago

5. Fulton River District

The Fulton River District, situated to the northwest of Chicago Loop, has undergone an extensive transformation from a manufacturing and warehouse hub to a lively residential and retail area over the past few decades. While the Blommer Chocolate Company still continues to fill the air with a sweet chocolate aroma, the majority of the infrastructural boxes have been renovated into high- and low-rise apartments, condominiums, cafés, pubs, and stores. Fulton River District’s housing is known for its high-rise apartments and condominiums, as well as its riverfront views.

Learn more about the Fulton River District neighborhood in Chicago .

Median Sale Price: $472,500 Homes for sale in Fulton River District  |  Apartments for rent in Fulton River District

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6. Gold Coast

Gold Coast is known for its shopping, dining, nightlife, and regal-looking homes. The neighborhood is also home to some of Chicago’s most popular tourist attractions, including the Magnificent Mile, Navy Pier, and 875 North Michigan Avenue, the former John Hancock Center. Many of the homes in the Gold Coast neighborhood are historic mansions that have been converted into apartments or condominiums. You’ll also find many high-rise residential buildings.

Learn more about the Gold Coast neighborhood in Chicago .

Median Sale Price: $425,000 Homes for sale in Gold Coast  |  Apartments for rent in Gold Coast

7. Hyde Park

Hyde Park is located on the shore of Lake Michigan in the historic district known as the Hyde Park-Kenwood Community Area. The neighborhood is home to the University of Chicago, the Frederick C. Robie House, the Museum of Science and Industry, and Jackson Park. You can also find gorgeous views of Lake Michigan, including the scenic lookout at Promontory Point. Hyde Park is accessible by public transportation and is a great place for biking, with a Bike Score of 91. Hyde Park homes are a mix of old and new, with some historic homes dating back to the 1800s and early 1900s, but you can also find more modern homes.

Learn more about the Hyde Park neighborhood in Chicago .

Median Sale Price: $228,000 Homes for sale in Hyde Park  |  Apartments for rent in Hyde Park

8. Lake View

Lake View is known for its vibrant nightlife and scenic views of Lake Michigan. The neighborhood is home to a variety of bars and restaurants, as well as a number of parks and beaches. You can also find Belmont Harbor, which includes a marina, dog park, lake views, and a trail. The homes in the Lake View area are varied, but most are single-family homes or small apartment buildings, many of which have water views of Lake Michigan.

Learn more about the Lake View neighborhood in Chicago .

Median Sale Price: $447,000 Homes for sale in Lake View  |  Apartments for rent in Lake View

9. Lincoln Park

The Lincoln Park neighborhood is known for its many parks, most famously Lincoln Park, the largest park in the city. You can also check out the Lincoln Park Zoo, Lincoln Park Conservatory, the Chicago History Museum, and the Peggy Notebaert Nature Museum – all part of the park. Lincoln Park is the 9th most walkable neighborhood in Chicago, with a Walk Score of 94.  Many of the homes in Lincoln Park date back to the 1800s and are made of brick or stone. Lots of the older homes have been converted into apartments or condos, and you can find new construction homes, as well as some townhomes and brownstones.

Learn more about the Lincoln Park neighborhood in Chicago .

Median Sale Price: $650,000 Homes for sale in Lincoln Park  |  Apartments for rent in Lincoln Park

10. Lincoln Square

Nestled on Chicago’s North Side, Lincoln Square is known as a small town in the midst of the big city. Settlers to the area in the 1840s brought German traditions that are still alive today, with traditional German bars and restaurants existing alongside modern cocktail bars and eateries. Lincoln Square is also home to many popular festivals and events, such as Apple Fest and the Square Roots Festival. A mix of old and new, Lincoln Square has a variety of homes and apartments, from Victorian-style homes to new-construction apartments.

Learn more about the Lincoln Square neighborhood in Chicago .

Median Sale Price: $469,000 Homes for sale in Lincoln Square  |  Apartments for rent in Lincoln Square

11. Logan Square

Logan Square is home to the Logan Square Farmers Market, which takes place on Sundays from May to October. The area is also known for its vibrant nightlife scene, with a number of bars and clubs located in the neighborhood. Public transportation in Logan Square is excellent, and the neighborhood is very bike-friendly and great for walkers, with a Bike Score of 93 and Walk Score of 91. The housing in Logan Square blends older two-story, red brick homes with newer-construction homes and apartments.

Learn more about the Logan Square neighborhood in Chicago .

Median Sale Price: $525,000 Homes for sale in Logan Square  |  Apartments for rent in Logan Square

12. The Loop

The Loop is part of Chicago’s central business district. In the late century, cable car turnarounds and elevated railway loops defined the area, and it was later home to the world’s busiest subway station. Today, The Loop is a bustling mixed-use area, home to offices, shops, restaurants, and theaters to several major tourist attractions, including the Art Institute of Chicago, Millennium Park, and the Willis Tower. It’s the 6th most walkable neighborhood in Chicago, with a Walk Score of 95, and the Transit Score is 99, with about 25 buses and seven subway lines passing through the neighborhood. The Loop is known for its high-rise buildings and apartments that offer stunning views of the cityscape.

Learn more about The Loop neighborhood in Chicago .

Median Sale Price: $356,500 Homes for sale in The Loop  |  Apartments for rent in The Loop

13. Near North Side

Near North Side is a bustling and vibrant area encompassing neighborhoods like Gold Coast and Streeterville. The area is known for its eclectic mix of shops and restaurants, as well as its nightlife scene. The near North Side is also home to several iconic Chicago gems, including 875 North Michigan Avenue, Navy Pier, and the Magnificent Mile. With a Walk Score of 96, Near North Side is the 3rd most walkable neighborhood in Chicago. It also has great transit options with a Transit Score of 90.

Learn more about the Near North Side neighborhood in Chicago .

Median Sale Price: $400,000 Homes for sale in Near North Side  |  Apartments for rent in Near North Side

14. Old Town

Old Town is a historic neighborhood home to many of the city’s original buildings and conveniently located next to Lincoln Park. The area is also home to a number of great local restaurants, bars, shops, and The Second City comedy club. You can also find one of the few buildings that survived the Great Fire of 1871, St. Michaels Church. Many of the buildings date back to the 19th century in the Old Town area. The neighborhood is full of character, with narrow streets and a mix of architectural styles.

Learn more about the Old Town neighborhood in Chicago .

Median Sale Price: $466,500 Homes for sale in Old Town  |  Apartments for rent in Old Town

Pilsen is well known for its vibrant art galleries, music venues, and restaurants. The Pilsen neighborhood is also home to some prominent public artworks, including murals by famous Mexican-American artists like Diego Rivera and David Alfaro Siqueiros. Most of the homes in Pilsen are brick or stone buildings built in the late 1800s. There are also some newer homes and condos in the area.

Learn more about the Pilsen neighborhood in Chicago .

Median Sale Price: $465,000 Homes for sale in Pilsen  |  Apartments for rent in Pilsen

16. River North

River North is the site of the city’s largest concentration of art galleries, art studios, and cultural attractions, like The Richard H. Driehaus Museum and The Merchandise Mart. The neighborhood is also home to many of the city’s best restaurants, bars, and nightlife venues. Whether you’re looking for Chicago classics like Portillo’s, Giordanos, and Lou Malnati’s or a twist on Chicago cuisine, you can find it in River North. The River North neighborhood has many home styles and apartments, ranging from high-rise apartments and condos to single-family homes and townhouses.

Learn more about the River North neighborhood in Chicago .

Median Sale Price: $407,000 Homes for sale in River North  |  Apartments for rent in River North

17. South Loop

During the Gilded Age, the South Loop served as Chicago’s premier “Gold Coast,” home to wealthy residents such as George Pullman, Marshall Field, and Potter and Bertha Palma who built large mansions on Prairie Avenue. The Glessner House, constructed in 1887, is still standing and is now recognized as a National Historic Landmark.

Today, South Loop is known for its lively atmosphere and is a popular destination for locals and tourists. This area is also home to many of Chicago’s most popular attractions, including the Field Museum, the Shedd Aquarium, and Soldier Field – home of the Chicago Bears.

Learn more about the South Loop neighborhood in Chicago .

Median Sale Price: $360,000 Homes for sale in South Loop  |  Apartments for rent in South Loop

18. Streeterville

Nestled just north of downtown Chicago, Streeterville lies on the other side of the Chicago River from Lakeshore East and The Loop. Streeterville is home to many high-rise residential buildings, hotels, and office towers. You can also find many Chicago landmarks located in Streeterville like the Museum of Contemporary Art, 875 North Michigan Avenue, the Tribune Tower, and Navy Pier. Many of the homes in Streeterville are high-rise condominiums, apartments, single-family homes, and townhouses. With a prime location near Lake Michigan, chances are you’ll have stunning views of the lake or the city skyline.

Learn more about the Streeterville neighborhood in Chicago .

Median Sale Price: $410,000 Homes for sale in Streeterville  |  Apartments for rent in Streeterville

19. Ukrainian Village

Ukrainian Village is filled with beautiful architecture, quaint shops, and delicious restaurants. This neighborhood is home to numerous Ukrainian restaurants, bakeries, grocery stores, and several Ukrainian churches. Whether you’re looking to learn about a new culture or simply enjoy some good food, Ukrainian Village is the perfect place to do it. With a Walk Score of 95, Ukrainian Village is the 5th most walkable neighborhood in Chicago. The Ukrainian Village has lots of Victorian-style homes and mansions, Greystones, and brick bungalows.

Learn more about the Ukrainian Village neighborhood in Chicago .

Median Sale Price: $550,000 Homes for sale in Ukrainian Village  |  Apartments for rent in Ukrainian Village

20. West Loop

West Loop is known for its industrial and warehouse buildings, many of which have been converted into lofts and apartments. The neighborhood is also home to many wonderful restaurants, bars, and shops. You can find anything from innovative ice cream, BBQ, beer gardens, and more. The West Loop has a Walk Score of 96, making it the 4th most walkable neighborhood in Chicago. With a Transit Score of 100, West Loop has 15 buses, nine rail, and two subway lines passing through it. The homes in the West Loop neighborhood are typically two-story brick houses, and many have front porches and small backyards. The apartments are typically small and cozy, with a lot of character.

Learn more about the West Loop neighborhood in Chicago .

Median Sale Price: $503,000 Homes for sale in West Loop |  Apartments for rent in West Loop

21. West Town

West Town is an incredible place with a unique, artsy atmosphere. Here, you can find an abundance of restaurants, coffee shops, nightclubs, boutiques, art galleries, vintage stores, music venues, and much more. Be sure to check out the National Museum of Puerto Rican Arts & Culture, or take a trip to Humboldt (Alexander Von) Park. Areas of West Town include East Village, Eckhart Park, sections of Humboldt Park, Noble Square, sections of River West, Smith Park, Ukrainian Village, and the southern part of Wicker Park. Many of the apartments in West Town are in vintage walk-up buildings and offer charming features like hardwood floors and exposed brick walls. The houses are mostly two-story brick houses built in the early 1900s and have beautiful features like stained-glass windows and ornate fireplaces.

Learn more about the West Town neighborhood in Chicago .

Median Sale Price: $578,500 Homes for sale in West Town |  Apartments for rent in West Town

22. Wicker Park

Wicker Park is known for its shops, restaurants, bars, and clubs, as well as its Victorian and Queen Anne-style homes. The neighborhood is also home to the Wicker Park Historic District, which is listed on the National Register of Historic Places. With a Walk Score of 96, Wicker Park is an excellent place to live without a car. It’s also the 2nd most walkable neighborhood in Chicago. Many of the homes in Wicker Park are Victorian-style mansions that were built in the late 1800s, while others are more modern residences. There are also a few apartment buildings and condominiums in the area.

Learn more about the Wicker Park neighborhood in Chicago .

Median Sale Price: $680,000 Homes for sale in Wicker Park |  Apartments for rent in Wicker Park

23. Wrigleyville

Located in Chicago, the Wrigleyville neighborhood is renowned for being the home of Wrigley Field and the Chicago Cubs. The area, also known as Central Lakeview, is situated around Addison Street and Clark Street, with plenty of restaurants, parks, bars, and coffee shops. Residents of Wrigleyville benefit from a vibrant urban atmosphere and a multitude of activities to partake in. Wrigleyville consists mainly of two-story brick houses. Many houses have been renovated, but some are still in original condition. You can also find a few three-story houses and apartment buildings.

Learn more about the Wrigleyville neighborhood in Chicago .

Median Sale Price: $495,000 Homes for sale in Wrigleyville  |  Apartments for rent in Wrigleyville

Methodology:  All neighborhoods must be listed as a “neighborhood” on Redfin.com. Median home sale price data from the  Redfin Data Center  during October 2023. Average rental data from Rent.com during October 2023. Walk Score, Bike Score, and Transit Score from Walkscore.com during October 2023.

Serving homebuyers and sellers in the Chicago area, Monica Mccarthy is a top real estate agent at Redfin with the latest market insights and local expertise. With years of experience as a real estate agent in the greater Chicago area, Monica Mccarthy possesses a wealth of knowledge and expertise in the local market.

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