Top Chicago Walking 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
    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
    Details
  • 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 Delicious Donut Adventure by Underground Donut Tour
    Likely to Sell Out
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago Delicious Donut Adventure by Underground Donut Tour

    776

    We've always had a passion for donuts, but only recently did we realize just how many others do too. And when looking around, we didn't...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $55
    Details
    from
    $55
    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
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    $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
    $11.05
    Details
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    $11.05
    Details
  • Go City: Chicago Explorer Pass - Choose 2, 3, 4, 5, 6 or 7 Attractions

    Go City: Chicago Explorer Pass - Choose 2, 3, 4, 5, 6 or 7 Attractions

    235

    Create your own sightseeing itinerary with the Chicago Explorer Pass, saving up to 50%* off compared to buying individual attraction tickets. This multi-attraction pass, valid...
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     60 days  Free Cancellation  Instant Confirmation
    from
    $79
    Details
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    $79
    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
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    $99
    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
  • 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
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    $59
    Details
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    $59
    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
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    $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
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    $59
    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
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    $99
    Details
  • Chicago Style Food Tour
    Likely to Sell Out

    Chicago Style Food Tour

    55

    Confused on what to see and do while in Chicago? It goes without saying that the Windy City has it all; from food, history, architecture,...
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     3 hours  Free Cancellation  Instant Confirmation
    from
    $70
    Details
    from
    $70
    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
  • 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
  • Chicago Architecture Walking Tour: The Underground Pedway & Secrets of the Loop
    Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.

    Chicago Architecture Walking Tour: The Underground Pedway & Secrets of the Loop

    122

    This tour explores some of the best hidden details, secret buildings and spaces, and untold stories that add wonderful bits of color and texture to...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $35
    Details
    from
    $35
    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
  • Chicago Food Tour: Deep Roots to Deep Dish
    Likely to Sell Out

    Chicago Food Tour: Deep Roots to Deep Dish

    11

    Join a local guide on this exploration of Chicago’s amazing food scene! Navigate through the downtown streets straight to the vendors and restaurants We love...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $69
    Details
    from
    $69
    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 Tours?

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

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

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

View all kid-friendly Tours →

Q: Which Chicago Walking Tours have Instant Confirmation?

A: Chicago Walking Tours with Instant Confirmation include:

View all Tours with Instant Confirmation →

Q: Which Chicago Walking Tours have Free Cancellation?

A: Chicago Walking 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 Tours include Hotel Pickup?

A: No problem. These Chicago Walking 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 →