Page 4 - Best Walking tours in Chicago

Local Recommendations from our My Guide Chicago team

Book Top Experiences and Tours in Chicago:

If youʻre booking your trip to Chicago last minute, we have you covered. Below are some of the top tours and experiences!

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Chicago: Elevated Architecture Walking Tour

3 Reviews

Chicago: Elevated Architecture Walking Tour

Learn the history behind Chicago's famous elevated rail system and admire the city’s architecture on this guided walking tour. See the galleries at the Chicago Architecture Center and ride the “L.”

$36.00

From

Chicago: Downtown Highlights Running Tour

2 Reviews

Chicago: Downtown Highlights Running Tour

This spectacular running tour of downtown Chicago enables you to get your miles in and enjoy amazing views and visit the most popular attractions of the city at the same time!

$49.00

From

Chicago's Original Dazzling Architectural Interiors Tour

23 Reviews

Chicago's Original Dazzling Architectural Interiors Tour

Explore fascinating interior spaces in downtown Chicago with an expert guide.

$35.00

From

Self-guided audio guide Essentials in Chicago

Discover the best of Chicago on a guided tour of the city's top attractions. Admire the city's iconic skyline and visit the best spots with our audio guide

$4.29

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Chicago: The Curious Curse of the Chicago Cubs Audio Tour

Take a fictional, self-guided audio tour exploring the mysterious curse of the Chicago Cubs. Experience the magic of GPS-playback on this immersive stroll.

$4.99

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Self-Guided Chicago Walking Tours

Explore Chicago's gems with the Ultimate Tour Bundle. Wander Millennium Park, marvel at the Riverwalk, and uncover the city's rich history on your own.

$39.99

~~From $49.99~~

Chicago: Offbeat Guided Street Art Tour

21 Reviews

Chicago: Offbeat Guided Street Art Tour

Celebrate Chicago's vibrant street art scene on a guided walking tour of the city's most eclectic neighborhoods. Learn about the artists, their art, and the future of street art in Chicago.

$40.00

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Chicago: Private custom tour with a local guide

15 Reviews

Chicago: Private custom tour with a local guide

Explore Chicago alongside a local guide! Let him show you all there is to know about the city, the iconic places and the history but also some nice places to eat during this private walking tour.

$119.23

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Wind City Wanderlust: A Chicago Family Odyssey

3 Reviews

Wind City Wanderlust: A Chicago Family Odyssey

This family-friendly tour weaves through the essence of Chicago, offering a memorable experience that combines educational enrichment with the joy of discovery in the heart of the Windy City.

$369.63

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Chicago Outdoor Escape Game: Ghost Hunt

Discover the haunted hotspots of Chicago on a self-guided ghost exploration game on your phone. Interact with your surroundings and look for clues to solve exciting challenges as the story unfolds.

$7.03

From

Chicago: Art Deco Skyscrapers Walking Tour

19 Reviews

Chicago: Art Deco Skyscrapers Walking Tour

Art Deco's lavish materials and geometric ornament epitomized the prosperity and optimism of the Roaring 20s. Learn the history and characteristics of this modern decorative style while touring some of the city's most beautiful skyscrapers.

$30.00

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Chicago's Modern Skyscrapers Guided Walking Tour

5 Reviews

Chicago's Modern Skyscrapers Guided Walking Tour

Chicago is recognized as a leader in Modern architecture, a style that revolutionized the visual world during the mid-20th century. Learn how Chicago developed the skeleton frame Modern skyscraper and gain insights into iconic Modernist Chicago buildings.

$30.00

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