Top Chicago Walking & Biking Tours

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  • Gangsters and Ghosts Tour in Chicago
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Gangsters and Ghosts Tour in Chicago

    4986

    Interested in exploring Chicago from the perspective of ghosts and gangsters? Want to really immerse yourself in the history of this great American city, right...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $35
    Details
    from
    $35
    Details
  • Frank Lloyd Wright Robie House Admission

    Frank Lloyd Wright Robie House Admission

    60

    The Frederick C. Robie House on the University of Chicago campus is considered one of the most important buildings in the history of American architecture....
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     1 hour  Free Cancellation  Instant Confirmation
    from
    $27
    Details
    from
    $27
    Details
  • Chicago Favorites Ultimate Food & Walking Tour
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago Favorites Ultimate Food & Walking Tour

    954

    The perfect tour for first timers to Chicago or those who want to explore Chicago's famous foods along with the city's top attractions ....all on...
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     3 hours  Free Cancellation  Instant Confirmation
    from
    $79.99
    Details
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    $79.99
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  • Windy City Ghosts: Hauntings of Chicago By US Ghost Adventures

    Windy City Ghosts: Hauntings of Chicago By US Ghost Adventures

    67

    ...
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     1 hour  Free Cancellation
    from
    $30
    Details
    from
    $30
    Details
  • Chicago Walking Tour: Art Deco Skyscrapers Loop
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago Walking Tour: Art Deco Skyscrapers Loop

    104

    View Art Deco masterpieces built in the heart of Chicago’s financial district during the Roaring '20s. Learn how Art Deco reflected the era’s fun-loving optimism...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $30
    Details
    from
    $30
    Details
  • Offbeat Street Art Tour of Chicago: Urban Graffiti, Art, and Murals
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Offbeat Street Art Tour of Chicago: Urban Graffiti, Art, and Murals

    139

    The Offbeat Street Art Tour is the first tour in Chicago that truly celebrates Chicago's street art scene. No other tour takes guests out into...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $40
    Details
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    $40
    Details
  • Chicago Outdoor Escape Game: Haunted City Exploration Game

    Chicago Outdoor Escape Game: Haunted City Exploration Game

    2

    Discover Chicago’s haunted locations by following clues and solving puzzles on your phone. As you solve challenges, the story unfolds and exact directions on your...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $9.91
    Details
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    $9.91
    Details
  • Chicago in a Day: Food, History and Architecture Walking Tour
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago in a Day: Food, History and Architecture Walking Tour

    656

    Ready to discover some of the best Chicago has to offer with a local by your side? Join us on an epic tour of some...
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     5 hours  Free Cancellation  Instant Confirmation
    from
    $99
    Details
    from
    $99
    Details
  • Bike Tour of Chicago's Lakefront Neighborhoods
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Bike Tour of Chicago's Lakefront Neighborhoods

    176

    This is the tour that made Bobby famous! Bobby’s Bike Hike is America’s longest-running city bicycle tour company, and has been repeatedly recognized for excellence...
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     3 hours  Free Cancellation  Instant Confirmation
    from
    $54.99
    Details
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    $54.99
    Details
  • Chicago: Architecture, History & Highlights Small Group Tour
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago: Architecture, History & Highlights Small Group Tour

    52

    Chicago has it all – amazing architecture, great food, and iconic sights both old and new. This walking tour takes you to some of the...
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     2 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $59
    Details
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    $59
    Details
  • Incredible Interiors Tour
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Incredible Interiors Tour

    31

    If you are looking to go on a wonderful tour but also want to avoid the cold weather outside, I have the experience for you:...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $30
    Details
    from
    $30
    Details
  • Vice, Crime and Gangsters in Chicago: A Self-Guided Audio Tour

    Vice, Crime and Gangsters in Chicago: A Self-Guided Audio Tour

    1

    Are you looking for a way to see the wicked city without joining a tour group? Explore at your own pace with this affordable walking...
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     75 to 115 minutes  Instant Confirmation
    from
    $6.99
    Details
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    $6.99
    Details
  • Chicago Architecture & Highlights with Local Treat - Small Group Walking Tour
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago Architecture & Highlights with Local Treat - Small Group Walking Tour

    81

    Welcome to Chicago! Here in the Windy City, we've got outstanding architecture, inspiring public art, a fabulous downtown district, and so much more. Come along...
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     2 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $59
    Details
    from
    $59
    Details
  • Chicago Walking Tour: Must-See Chicago
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago Walking Tour: Must-See Chicago

    24

    Must-See Chicago is a fast-paced, 90-minute introductory tour to Chicago featuring some of its most famous buildings, including the Wrigley Building, Tribune Tower, the Art...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $30
    Details
    from
    $30
    Details
  • Day in Chicago Food and Architecture
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Day in Chicago Food and Architecture

    28

    Get the whole Chicago experience combining our Chicago Architecture & Highlights Tour and Chicago Food Tour: Deep Roots to Deep Dish! Our two-part tour begins...
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     5 hours  Free Cancellation  Instant Confirmation
    from
    $99
    Details
    from
    $99
    Details
  • Chicago Architecture Walking Tour: Dazzling Interiors™ of the Loop
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago Architecture Walking Tour: Dazzling Interiors™ of the Loop

    678

    Explore some of the most stunning interior spaces you’ll ever see – spaces you’d surely pass by without a second glance if you weren’t shown...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $35
    Details
    from
    $35
    Details
  • Chicago's Ultimate City Bike Tour
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago's Ultimate City Bike Tour

    124

    Get acquainted with Chicago’s most iconic landmarks on this riotous guided bicycle tour! Join the expert guides of Bobby’s Bike Hike, America’s longest-running city bicycle...
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     3 hours  Free Cancellation  Instant Confirmation
    from
    $54.99
    Details
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    $54.99
    Details
  • Chicago Walking Food Tour With Secret Food Tours
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago Walking Food Tour With Secret Food Tours

    402

    Join this 3-hour tour of Chicago's food scene, and see what sets this friendly mid-western metropolis apart. On this 12 person maximum walking tour of...
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     3 hours  Free Cancellation
    from
    $87.87
    Details
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    $87.87
    Details
  • Chicago Gangster and Food Walking Tour
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago Gangster and Food Walking Tour

    214

    Taste some of Chicago's most iconic foods while walking through one of the Prohibition Era’s most fashionable and notorious neighborhoods. Sample prime steak, deep dish...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $75
    Details
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    $75
    Details
  • West Town Walking Tour
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    West Town Walking Tour

    15

    One of Chicago’s earliest and most vibrant areas, this cultural melting pot is made up of multiple historic neighborhoods and bustling avenues. Immerse yourself in...
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     3 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $29.60
    Details
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    $29.60
    Details
  • Downtown Chicago Walking Pizza Tour
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Downtown Chicago Walking Pizza Tour

    70

    This tour is just a short walk through great Chicago neighborhoods starting near Navy Pier and the Magnificent Mile, and then heading into the Gold...
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     2 to 3 hours  Free Cancellation  Instant Confirmation
    from
    $55
    Details
    from
    $55
    Details
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Frequently Asked Questions

The answers provided below are based on answers previously given to customers' questions.

Q: What are the best options for Chicago Walking & Biking Tours?

A: According to verified reviews on Cool Destinations and TripAdvisor, the best Chicago Walking & Biking Tours are:

Q: What are the best kid-friendly options for Chicago Walking & Biking Tours Tours?

A: According to verified reviews on Cool Destinations and TripAdvisor, the best kid-friendly Chicago Walking & Biking Tours are:

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Q: Which Chicago Walking & Biking Tours have Instant Confirmation?

A: Chicago Walking & Biking Tours with Instant Confirmation include:

View all Tours with Instant Confirmation →

Q: Which Chicago Walking & Biking Tours have Free Cancellation?

A: Chicago Walking & Biking Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

Q: I need a ride! Which Chicago Walking & Biking Tours include Hotel Pickup?

A: No problem. These Chicago Walking & Biking Tours include Hotel Pickup:

View all Tours with Hotel Pickup →

Q: Got any more Chicago trip ideas?

A: We sure do. Check out our curated lists of hand-picked Chicago Tours.

View all Chicago Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Chicago?

A: Based on our sales data over the past year, the most popular styles of tours and activities in Chicago are:

View all tour styles in Chicago →