Walking Tours in Chicago
Top 10 Best Chicago Walking Tours
Found 151 Walking Tours activities in Chicago. Sort by Popularity. - Page 6Walking Tour of Chicago’s Artsy Cultural Landmarks
Dive into "Chicago's Artsy Cultural Landmarks – Walking Tour," a vibrant exploration of the city's iconic artistic and architectural gems. Start at the Chicago Cultural Center, home to the world's largest Tiffany stained-glass d... More

Walking Tour of Chicago’s Artsy Cultural Landmarks
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Chicago
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Good2 reviews3.5
Dive into "Chicago's Artsy Cultural Landmarks – Walking Tour," a vibrant exploration of the city's....
Explore Black History on the Southside of Chicago
Learn firsthand about Black History from a 5th generation South Sider in a 2.5-hour walking tour of Bronzeville and beyond. Highlights of the tour include, Barack Obama’s home, Muhammad Ali’s home, Local murals and street art ... More
Private Tour

Explore Black History on the Southside of Chicago
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Chicago
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Very Good4 reviews4
Learn firsthand about Black History from a 5th generation South Sider in a 2.5-hour walking tour of ....
Private Tour
Private Chicago TV and Movie Locations 3 Hour Walking Tour
Whether you’re a movie fanatic or simply want to take a Chicago sightseeing tour that hits iconic landmarks, this walking tour is for you! We’ll start our tour in the Chicago Loop, a lively neighborhood filled with incredible... More
Private Tour

Private Chicago TV and Movie Locations 3 Hour Walking Tour
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Chicago
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Superb1 review5
Whether you’re a movie fanatic or simply want to take a Chicago sightseeing tour that hits iconic ....
Private Tour
Chicago Walking Tour: Historic Skyscrapers
Chicago is home to some of the world’s earliest skyscrapers. Get an up-close look at these 19th Century marvels, learn about innovations used to build them and discover how they transformed Chicago into a center of skyscraper de... More
Private Tour

Chicago Walking Tour: Historic Skyscrapers
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Chicago
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Superb66 reviews4.8
Chicago is home to some of the world’s earliest skyscrapers. Get an up-close look at these 19th Ce....
Private Tour
Wind City Wanderlust: A Chicago Family Odyssey
Embark on a family adventure starting at the iconic metal horse sculpture at 425 S. Financial Place, a symbol of strength in the city's bustling financial district. Wander to the Chicago Board of Trade Building, marveling at its s... More
Private Tour

Wind City Wanderlust: A Chicago Family Odyssey
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Chicago
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Superb66 reviews4.8
Embark on a family adventure starting at the iconic metal horse sculpture at 425 S. Financial Place,....
Private Tour
History of the Jazz Age at Chicago Art Deco Architecture Tour
Dive into the center of the architectural boom of the roaring 1920s and take a chance to enjoy the grand facades of the Art Deco skyscrapers on this guided walking tour. Go back in history while admiring one of the epicenters of... More
Private Tour

History of the Jazz Age at Chicago Art Deco Architecture Tour
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Chicago
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Superb66 reviews4.8
Dive into the center of the architectural boom of the roaring 1920s and take a chance to enjoy the g....
Private Tour

Gangster Story Quest Experience in Chicago
A historic walk that tells the story of Chicago's emergence from the ashes of the Great Chicago Fire. Your stroll takes you from the heart of downtown north across the river. You'll see world-famous landmarks while learning answer... More
Free Cancellation
Private Tour
(Saving 20% )

Gangster Story Quest Experience in Chicago
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Chicago
A historic walk that tells the story of Chicago's emergence from the ashes of the Great Chicago Fire....
Free Cancellation
Private Tour
(Saving 20% )
Art of a City Downtown Chicago - Exclusive Guided Walking Tour
What do the artists Picasso, Chagall, Miro, and Kapoor all have in common? Incredible public art hiding in plain sight amidst world famous architecture. Tour Chicago in a small group perfect for busy sidewalks and get up close to ... More
Private Tour

Art of a City Downtown Chicago - Exclusive Guided Walking Tour
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Chicago
What do the artists Picasso, Chagall, Miro, and Kapoor all have in common? Incredible public art hid....
Private Tour
3 Hours Chicago Architecture Tour - Skyscrapers and Photo Ops
Explore the architectural extravaganza of Chicago downtown and discover the most amazing and captivating facts about the first high-rises, city planning, and construction history. Get a unique chance to combine touring by foot a... More
Private Tour

3 Hours Chicago Architecture Tour - Skyscrapers and Photo Ops
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Chicago
Explore the architectural extravaganza of Chicago downtown and discover the most amazing and captiva....
Private Tour
️ Chicago Instagram Walking Tour (Private & All- Inclusive)
Our Chicago Walking Instagram Tour will take you to the most Instagrammable spots in Chicago all in one day. If you are looking for a little bit of culture, some amazing architecture, & a ton of great photos then this is the tour ... More
Private Tour

️ Chicago Instagram Walking Tour (Private & All- Inclusive)
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Chicago
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Superb2 reviews5
Our Chicago Walking Instagram Tour will take you to the most Instagrammable spots in Chicago all in ....
Private Tour
Chicago's Gold Coast Hidden History: A Self-Guided Audio Walk
Amy Bizzarri, author of 111 Places in Chicago That You Must Not Miss, takes you on a fascinating self-guided audio tour of hidden historical spots in Chicago's gilded Gold Coast. Peep behind the gates of the original Playboy Mansi... More
Private Tour

Chicago's Gold Coast Hidden History: A Self-Guided Audio Walk
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Chicago
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Exellent7 reviews4.3
Amy Bizzarri, author of 111 Places in Chicago That You Must Not Miss, takes you on a fascinating sel....
Private Tour
Private Downtown Chicago TV and Movie Sites Guided Walking Tour
Featuring over 30 locations! Take this two-hour walking tour in downtown Chicago and visit sites from Ferris Bueller’s Day Off, The Untouchables, The Dark Knight, The Bear, and more! Visit the infamous theater venue from Public... More
Private Tour

Private Downtown Chicago TV and Movie Sites Guided Walking Tour
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Chicago
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Exellent2 reviews4.5
Featuring over 30 locations! Take this two-hour walking tour in downtown Chicago and visit sites fro....
Private Tour
Chicago's Dark Side Self-Guided Smartphone Walking Tour
Explore haunted Chicago at your own pace and schedule. Go anytime. Why take this tour? -It's like an in person tour guide, only it's on your phone. -Tour at your own pace and schedule -Professionally produced, narrated and music... More
Private Tour

Chicago's Dark Side Self-Guided Smartphone Walking Tour
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Chicago
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Superb3 reviews4.7
Explore haunted Chicago at your own pace and schedule. Go anytime. Why take this tour? -It's like a....
Private Tour
Chicago's Midway, Movies, and the 1893 World's Fair Walking Tour
Join Chicago Movie Tours on the Midway, and discover the city's film history in an entirely new way! On this leisurely 75-minute walking tour led by a Ph.D. in film, you'll visit 5 spots on the historic Midway Plaisance, once th... More
Private Tour

Chicago's Midway, Movies, and the 1893 World's Fair Walking Tour
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Chicago
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Superb5 reviews5
Join Chicago Movie Tours on the Midway, and discover the city's film history in an entirely new way!....
Private Tour
The Loop, River North and Chicago’s Theater District: A Self-Guided Audio Tour
Are you looking for a way to see Chicago without joining a tour group? Explore at your own pace with this affordable walking tour. • Take in Chicago’s concrete giants and hear fascinating stories about quirky artworks, local ... More
Private Tour

The Loop, River North and Chicago’s Theater District: A Self-Gu....
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Chicago
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Superb5 reviews5
Are you looking for a way to see Chicago without joining a tour group? Explore at your own pace with....
Private Tour

Chicago Lincoln Square Quest Experience
Roam the lively heart of Lincoln Square with its cafés, delis, and other fun and fascinating stores; stand beside the Berlin Wall; take in ghastly history, gorgeous murals, and 300-year-old oak trees; and, at your journey’s end... More
Free Cancellation
Private Tour
(Saving 20% )

Chicago Lincoln Square Quest Experience
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Chicago
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Superb5 reviews5
Roam the lively heart of Lincoln Square with its cafés, delis, and other fun and fascinating stores....
Free Cancellation
Private Tour
(Saving 20% )
Chicago Loop and Millennium Park Scavenger Hunt Walking Tour
Enjoy a walking tour of beautiful and interesting parts of Chicago while following clues on your smartphone and solving interesting puzzles along the tour. Play the game on your smartphone with your group as the game guides you t... More
Private Tour

Chicago Loop and Millennium Park Scavenger Hunt Walking Tour
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Chicago
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Superb5 reviews5
Enjoy a walking tour of beautiful and interesting parts of Chicago while following clues on your sma....
Private Tour
Oktoberfest Walking Brewery Tour in Malt Row
Our tour takes place in Malt Row in the Ravenswood Neighborhood of Chicago, which has many breweries, a distillery, and a winery. Guests will be taken on a walking tour to three different breweries and will be given historical in... More
Private Tour

Oktoberfest Walking Brewery Tour in Malt Row
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Chicago
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Superb28 reviews5
Our tour takes place in Malt Row in the Ravenswood Neighborhood of Chicago, which has many breweries....
Private Tour
Workers Cottages of Oldtown Triangle Walking Tour
This tour will show you many of these delightful cottages and the different styles they were designed and constructed in. You will also learn about their history and unique part of the growth of the city of Chicago. Plus you will ... More
Private Tour

Workers Cottages of Oldtown Triangle Walking Tour
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Chicago
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Superb45 reviews5
This tour will show you many of these delightful cottages and the different styles they were designe....
Private Tour
A Storied Neighborhood: A Self-Guided Audio Tour with Bill Ayers
This self-guided audio tour begins at the Laboratory Schools founded by John Dewey, and winds through the University of Chicago. Along the way, walkers will encounter world-renowned architects and Nobel Laureates, robber barons an... More
Private Tour

A Storied Neighborhood: A Self-Guided Audio Tour with Bill Ayers
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Chicago
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Good2 reviews3.5
This self-guided audio tour begins at the Laboratory Schools founded by John Dewey, and winds throug....
Private Tour