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Top 10 Best Chicago Walking Tours

Found 157 Walking Tours activities in Chicago. Sort by Popularity.
 

Chicago Favorites Ultimate Food and Walking Tour

(4.8 of 1,932 reviews)

The perfect Food Tour of Chicago for first timers or anyone eager to explore Chicago's famous foods & top attractions—all in one tour. Stroll the beautiful streets of downtown & taste the Windy City’s favorite eats on this ico... More

Free Cancellation
Start From $84.99
 
Chicago Favorites Ultimate Food and Walking Tour

Chicago Favorites Ultimate Food and Walking Tour

  • Chicago
  • Superb1,932 reviews4.8

The perfect Food Tour of Chicago for first timers or anyone eager to explore Chicago's famous foods ....

    Free Cancellation
    Start From $84.99
 
 

Chicago Architecture and True Crime Tour: Christmas Edition

(5 of 320 reviews)

Get the best of both worlds: explore Chicago’s stunning architecture while uncovering its dark past. Inspired by Devil in the White City, this expert-led walking tour reveals the secrets of the city’s skyline and its shadowy h... More

Free Cancellation
Start From $35.00
 
Chicago Architecture and True Crime Tour: Christmas Edition

Chicago Architecture and True Crime Tour: Christmas Edition

  • Chicago
  • Superb320 reviews5

Get the best of both worlds: explore Chicago’s stunning architecture while uncovering its dark pas....

    Free Cancellation
    Start From $35.00
 
 

Chicago's Chinatown Food and Walking Tour

(4.9 of 585 reviews)

Chicago's Chinatown: Few neighborhoods in America combine such delicious cuisine with fascinating history. Join Bobby’s Bike Hike & Food Tours, whose food tours have ranked Top 10 in America by USA Today & Top 20 in the world by... More

Free Cancellation
Start From $79.99
 
Chicago's Chinatown Food and Walking Tour

Chicago's Chinatown Food and Walking Tour

  • Chicago
  • Superb585 reviews4.9

Chicago's Chinatown: Few neighborhoods in America combine such delicious cuisine with fascinating hi....

    Free Cancellation
    Start From $79.99
 
 

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

(4.9 of 1,139 reviews)

Immerse yourself in Chicago's rich history and vibrant culinary scene on this captivating walking tour. Discover the city's iconic architecture and Prohibition-era charm while indulging in delectable local cuisine. From deep-dish ... More

Special Offer
Free Cancellation
Start From $80.76
(Saving 20% ) $100.95
 
-20% Chicago in a Day: Food, History & Architecture Walking Tour Likely to Sell Out

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

  • Chicago
  • Superb1,139 reviews4.9

Immerse yourself in Chicago's rich history and vibrant culinary scene on this captivating walking to....

    Special Offer
    Free Cancellation
    Start From $80.76
    (Saving 20% ) $100.95
 
 

Original Chicago Architecture Interiors Tour: Dazzling Interiors

(5 of 1,437 reviews)

UPDATE 2024: Don't be fooled by the copycats out there offering shady copies of our award-winning tours for $1 cheaper! There's only one company that's exclusively offered interiors-themed tours in Chicago for more than a decade, ... More

Free Cancellation
Start From $35.00
 
Original Chicago Architecture Interiors Tour: Dazzling Interiors Likely to Sell Out

Original Chicago Architecture Interiors Tour: Dazzling Interiors

  • Chicago
  • Superb1,437 reviews5

UPDATE 2024: Don't be fooled by the copycats out there offering shady copies of our award-winning to....

    Free Cancellation
    Start From $35.00
 
 

Chicago-Style Holiday Hike: Festive Food and Walking Tour

(4.9 of 70 reviews)

There’s nothing more magical than downtown Chicago during the holiday season. Bobby’s Bike Hike & Food Tours, internationally recognized for food tour quality, presents our Holiday Hike, a 3hr guided Walking & Chicago Food Tou... More

Free Cancellation
Start From $84.99
 
Chicago-Style Holiday Hike: Festive Food and Walking Tour Likely to Sell Out

Chicago-Style Holiday Hike: Festive Food and Walking Tour

  • Chicago
  • Superb70 reviews4.9

There’s nothing more magical than downtown Chicago during the holiday season. Bobby’s Bike Hike ....

    Free Cancellation
    Start From $84.99
 
 

Skip-the-line: Art Institute of Chicago Guided Tour

(5 of 375 reviews)

Beat the crowds with an expert art historian guide on this exclusive early morning tour. Immerse yourself among the masterpieces housed within the acclaimed museum and listen as your guide brings each piece to life by sharing the ... More

Free Cancellation
Start From $84.00
 
Skip-the-line: Art Institute of Chicago Guided Tour Likely to Sell Out

Skip-the-line: Art Institute of Chicago Guided Tour

  • Chicago
  • Superb375 reviews5

Beat the crowds with an expert art historian guide on this exclusive early morning tour. Immerse you....

    Free Cancellation
    Start From $84.00
 
 

Private Art Institute of Chicago Skip-the-Line Guided Tour

(5 of 269 reviews)

The Art Institute of Chicago attracts nearly as many visitors as other leading galleries like the Met, Louvre & British Museum. On this 2.5 hour exclusive guided museum tour, you’ll be able to skip the line and explore it’s mo... More

Free Cancellation
Private Tour
Start From $90.01
 
Private Art Institute of Chicago Skip-the-Line Guided Tour Likely to Sell Out

Private Art Institute of Chicago Skip-the-Line Guided Tour

  • Chicago
  • Superb269 reviews5

The Art Institute of Chicago attracts nearly as many visitors as other leading galleries like the Me....

    Free Cancellation
    Private Tour
    Start From $90.01
 
 

Chicago Architecture Tour: Underground Pedway and the Loop

(4.9 of 354 reviews)

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 the overall narrative of Chicago. On this tour, we will explore the famous and mys... More

Free Cancellation
Private Tour
Start From $35.00
 
Chicago Architecture Tour: Underground Pedway and the Loop Likely to Sell Out

Chicago Architecture Tour: Underground Pedway and the Loop

  • Chicago
  • Superb354 reviews4.9

This tour explores some of the best hidden details, secret buildings and spaces, and untold stories ....

    Free Cancellation
    Private Tour
    Start From $35.00
 
 

Chicago Murder Mystery Tour

(5 of 710 reviews)

You will solve a murder as you learn real Chicago history! Play detective as you unravel a murder mystery, and learn about Chicago's true crime legends and Prohibition secrets. This two-in-one experience combines a rich historic... More

Free Cancellation
Private Tour
Start From $35.00
 
Chicago Murder Mystery Tour Likely to Sell Out

Chicago Murder Mystery Tour

  • Chicago
  • Superb710 reviews5

You will solve a murder as you learn real Chicago history! Play detective as you unravel a murder my....

    Free Cancellation
    Private Tour
    Start From $35.00
 
 

Chicago City Tours

(4.8 of 16 reviews)

Ready to explore Chicago like never before? Whether you have just a couple of hours or a full day, my personalized city tours offer a unique and unforgettable experience, customizable from 2 to 8 hours. From the iconic skyline to ... More

Free Cancellation
Private Tour
Start From $199.00
 
Chicago City Tours Likely to Sell Out

Chicago City Tours

  • Chicago
  • Superb16 reviews4.8

Ready to explore Chicago like never before? Whether you have just a couple of hours or a full day, m....

    Free Cancellation
    Private Tour
    Start From $199.00
 
 

The Christmas Tree Crawl Experience Chicago at the Holidays

(4.9 of 23 reviews)

On this nostalgic and educational tour, we will lead you on a "Christmas treasure hunt" through downtown Chicago in search of the most stunning and impressive Christmas trees and other holiday decorations — and we know where the... More

Free Cancellation
Private Tour
Start From $35.00
 
The Christmas Tree Crawl Experience Chicago at the Holidays Likely to Sell Out

The Christmas Tree Crawl Experience Chicago at the Holidays

  • Chicago
  • Superb23 reviews4.9

On this nostalgic and educational tour, we will lead you on a "Christmas treasure hunt" through down....

    Free Cancellation
    Private Tour
    Start From $35.00
 
 

Haunted Chicago Booze and Boos Ghost Walking Tour

(4.9 of 260 reviews)

Join this Chicago haunted pub tour which is a combination ghost tour and pub crawl that will take you on a walking tour to explore the fascinating history of Chicago and hear some of its most famous and creepy haunted stories. A... More

Free Cancellation
Private Tour
Start From $35.87
 
Haunted Chicago Booze and Boos Ghost Walking Tour Likely to Sell Out

Haunted Chicago Booze and Boos Ghost Walking Tour

  • Chicago
  • Superb260 reviews4.9

Join this Chicago haunted pub tour which is a combination ghost tour and pub crawl that will take yo....

    Free Cancellation
    Private Tour
    Start From $35.87
 
 

Private Chicago Foodie Tour

(5 of 6 reviews)

Taste your way through Chicago on this private half-day walking food tour! Savor local favorites like Portillo’s hot dogs, Al’s Italian Beef, deep dish pizza, Garrett’s Popcorn, and Do-Rite Donuts while exploring top city la... More

Free Cancellation
Private Tour
Start From $288.00
 
Private Chicago Foodie Tour Likely to Sell Out

Private Chicago Foodie Tour

  • Chicago
  • Superb6 reviews5

Taste your way through Chicago on this private half-day walking food tour! Savor local favorites lik....

    Free Cancellation
    Private Tour
    Start From $288.00
 
 

Haunted Chicago: Crime and Ghosts Walking Tour

(5 of 25 reviews)

Walk in the footsteps of Al Capone, John Dillinger, and real life ghost stories while hearing tales of Chicago's haunted past. Visit Prohibition Era speakeasy bars, sites of real life mob shootouts, and haunted tragedies that shap... More

Free Cancellation
Private Tour
Start From $35.00
 
Haunted Chicago: Crime and Ghosts Walking Tour Likely to Sell Out

Haunted Chicago: Crime and Ghosts Walking Tour

  • Chicago
  • Superb25 reviews5

Walk in the footsteps of Al Capone, John Dillinger, and real life ghost stories while hearing tales ....

    Free Cancellation
    Private Tour
    Start From $35.00
 
 

Art Institute of Chicago Private Expert Guided Tour

(5 of 81 reviews)

Let our expert local guides share their passion with you for The Art Institute of Chicago on this private 2 hour tour. As you traverse the hallowed halls, you’ll discover an extraordinary collection spanning centuries and cultur... More

Free Cancellation
Private Tour
Start From $215.00
 
Art Institute of Chicago Private Expert Guided Tour Likely to Sell Out

Art Institute of Chicago Private Expert Guided Tour

  • Chicago
  • Superb81 reviews5

Let our expert local guides share their passion with you for The Art Institute of Chicago on this pr....

    Free Cancellation
    Private Tour
    Start From $215.00
 
 

Chicago Seasonal Stroll Walking Tour of Holiday Attractions

(5 of 4 reviews)

There’s nothing more magical than Christmas in Chicago, & this 2hr guided Chicago Walking Tour takes you straight into the heart of it. Journey through the Chicago Loop, Millennium Park, & the Magnificent Mile with an internatio... More

Free Cancellation
Private Tour
Start From $44.99
 
Chicago Seasonal Stroll Walking Tour of Holiday Attractions Likely to Sell Out

Chicago Seasonal Stroll Walking Tour of Holiday Attractions

  • Chicago
  • Superb4 reviews5

There’s nothing more magical than Christmas in Chicago, & this 2hr guided Chicago Walking Tour tak....

    Free Cancellation
    Private Tour
    Start From $44.99
 
 

Downtown Chicago Walking Pizza Tour

(5 of 105 reviews)

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 Coast & River North. Compare two American pizzas vs. two Italian pizzas to underst... More

Free Cancellation
Private Tour
Start From $69.00
 
Downtown Chicago Walking Pizza Tour Likely to Sell Out

Downtown Chicago Walking Pizza Tour

  • Chicago
  • Superb105 reviews5

This tour is just a short walk through great Chicago neighborhoods starting near Navy Pier and the M....

    Free Cancellation
    Private Tour
    Start From $69.00
 
 

Embers of the Windy City: Chilling Chicago Ghost Tours

(4.4 of 120 reviews)

Come on our chilling ghost tour presented by US Ghost Adventures! Book Directly With Windy City Ghosts and save $5/person. Windy City Ghosts walking Ghost Tour provides a look into the darkness that lurks below Chicago’s busy st... More

Free Cancellation
Private Tour
Start From $32.00
 
Embers of the Windy City: Chilling Chicago Ghost Tours Likely to Sell Out

Embers of the Windy City: Chilling Chicago Ghost Tours

  • Chicago
  • Exellent120 reviews4.4

Come on our chilling ghost tour presented by US Ghost Adventures! Book Directly With Windy City Ghos....

    Free Cancellation
    Private Tour
    Start From $32.00
 
 

Frank Lloyd Wright Robie House Admission

(4.1 of 125 reviews)

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. This Prairie style masterpiece is now a UNESCO World Heritage Site on the ... More

Free Cancellation
Private Tour
Start From $27.00
 
Frank Lloyd Wright Robie House Admission Likely to Sell Out

Frank Lloyd Wright Robie House Admission

  • Chicago
  • Exellent125 reviews4.1

The Frederick C. Robie House on the University of Chicago campus is considered one of the most impor....

    Free Cancellation
    Private Tour
    Start From $27.00
 
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