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Top 10 Best Chicago Walking Tours

Found 157 Walking Tours activities in Chicago. Sort by Popularity. - Page 8
 

Private Chicago History Museum Tour

(5 of 12 reviews)

Our private walking tour of the Chicago History Museum offers a personalized, in-depth experience led by expert guides who bring Chicago’s vibrant past to life through captivating stories, insider insights, and exclusive informa... More

Free Cancellation
Private Tour
Start From $162.50
 
Private Chicago History Museum Tour

Private Chicago History Museum Tour

  • Chicago
  • Superb12 reviews5

Our private walking tour of the Chicago History Museum offers a personalized, in-depth experience le....

    Free Cancellation
    Private Tour
    Start From $162.50
 
 

Private & All-Inclusive Chicago Downtown Highlights Walking Tour

(5 of 12 reviews)

On this private walking tour our expert local guide will take you to see some of Chicago’s best-known attractions! The day will begin with you meeting with your friendly local guide at Millenium Park, home to Cloud Gate.From t... More

Free Cancellation
Private Tour
Start From $223.00
 
Private & All-Inclusive Chicago Downtown Highlights Walking Tour Likely to Sell Out

Private & All-Inclusive Chicago Downtown Highlights Walking Tour

  • Chicago
  • Superb12 reviews5

On this private walking tour our expert local guide will take you to see some of Chicago’s best-kn....

    Free Cancellation
    Private Tour
    Start From $223.00
 
 

Chicago Cocktail Adventure Part 1

(4 of 1 review)

Amy Bizzarri, author of "Chicago's Iconic Dishes, Desserts, and Drinks," has curated this tour of Chicago's most historic cocktail hotspots. You'll learn some history, a bit of architecture, and have the opportunity to enjoy some ... More

Free Cancellation
Private Tour
Start From $5.00
 
Chicago Cocktail Adventure Part 1 Likely to Sell Out

Chicago Cocktail Adventure Part 1

  • Chicago
  • Very Good1 review4

Amy Bizzarri, author of "Chicago's Iconic Dishes, Desserts, and Drinks," has curated this tour of Ch....

    Free Cancellation
    Private Tour
    Start From $5.00
 
 

Architectural and Historical Private Tour in Downtown Chicago

(4 of 1 review)

To me, one can appreciate a given building, or piece of public sculpture, far better when a tour guide explains the historical and cultural context. What was important in that era, and what was the architecture of that era thus tr... More

Free Cancellation
Private Tour
Start From $199.00
 
Architectural and Historical Private Tour in Downtown Chicago Likely to Sell Out

Architectural and Historical Private Tour in Downtown Chicago

  • Chicago
  • Very Good1 review4

To me, one can appreciate a given building, or piece of public sculpture, far better when a tour gui....

    Free Cancellation
    Private Tour
    Start From $199.00
 
 

Wicker Park Walking Tour History Trivia and Local Flavors

(5 of 1 review)

Discover the vibrant Wicker Park neighborhood as you stroll from the Polish Triangle through the Milwaukee Avenue shopping and dining district. This guided walking tour circles Wicker Park, showcasing stunning Victorian mansions o... More

Free Cancellation
Private Tour
Start From $40.00
 
Wicker Park Walking Tour History Trivia and Local Flavors Likely to Sell Out

Wicker Park Walking Tour History Trivia and Local Flavors

  • Chicago
  • Superb1 review5

Discover the vibrant Wicker Park neighborhood as you stroll from the Polish Triangle through the Mil....

    Free Cancellation
    Private Tour
    Start From $40.00
 
 

Chicago Riverwalk Architecture Walking Tour and Discover Skyline

(5 of 1 review)

Explore Chicago's iconic skyline on this enlightening Riverwalk architectural tour. Experience the rich tapestry of history and innovation as "you get your steps in" along the scenic Riverwalk, revealing the stories behind the cit... More

Free Cancellation
Private Tour
Start From $49.00
 
Chicago Riverwalk Architecture Walking Tour and Discover Skyline Likely to Sell Out

Chicago Riverwalk Architecture Walking Tour and Discover Skyline

  • Chicago
  • Superb1 review5

Explore Chicago's iconic skyline on this enlightening Riverwalk architectural tour. Experience the r....

    Free Cancellation
    Private Tour
    Start From $49.00
 
 

Chicago Loop Private Walking Tour with a Guide

(5 of 1 review)

Embark on an exclusive journey through Chicago's storied past with a private tour unveiling the city's 1920s Art Deco and Art Moderne architectural wonders. Led by a knowledgeable local guide, delve into Chicago's pivotal role in ... More

Free Cancellation
Private Tour
Start From $130.14
 
Chicago Loop Private Walking Tour with a Guide Likely to Sell Out

Chicago Loop Private Walking Tour with a Guide

  • Chicago
  • Superb1 review5

Embark on an exclusive journey through Chicago's storied past with a private tour unveiling the city....

    Free Cancellation
    Private Tour
    Start From $130.14
 
 

Private Ferris Bueller Movie Tour at the Art Institute of Chicago

(5 of 1 review)

In "Ferris Bueller’s Day Off," the Art Institute of Chicago plays a starring role. On this private guided walking tour (8 guests max), follow in the footsteps of Ferris and his friends all while visiting the museum’s best-know... More

Free Cancellation
Private Tour
Start From $499.00
 
Private Ferris Bueller Movie Tour at the Art Institute of Chicago Likely to Sell Out

Private Ferris Bueller Movie Tour at the Art Institute of Chicago

  • Chicago
  • Superb1 review5

In "Ferris Bueller’s Day Off," the Art Institute of Chicago plays a starring role. On this private....

    Free Cancellation
    Private Tour
    Start From $499.00
 
 

Loop Architecture Private tour in Chicago

(5 of 1 review)

Skip the crowds this is a private tour for your group only! Embark on a captivating journey through the Loop’s architectural wonders with our Loop Architecture Tour in Chicago. Explore the iconic Chicago Board of Trade Building ... More

Free Cancellation
Private Tour
Start From $661.37
 
Loop Architecture Private tour in Chicago Likely to Sell Out

Loop Architecture Private tour in Chicago

  • Chicago
  • Superb1 review5

Skip the crowds this is a private tour for your group only! Embark on a captivating journey through ....

    Free Cancellation
    Private Tour
    Start From $661.37
 
 

Chicago Cocktail Adventure Part 2

(5 of 1 review)

Amy Bizzarri, author of "Chicago's Iconic Dishes, Desserts, and Drinks," has curated this tour of Chicago's most historic cocktail hotspots. You'll learn some history, a bit of architecture, and have the opportunity to enjoy some ... More

Free Cancellation
Private Tour
Start From $5.00
 
Chicago Cocktail Adventure Part 2 Likely to Sell Out

Chicago Cocktail Adventure Part 2

  • Chicago
  • Superb1 review5

Amy Bizzarri, author of "Chicago's Iconic Dishes, Desserts, and Drinks," has curated this tour of Ch....

    Free Cancellation
    Private Tour
    Start From $5.00
 
 

Chicago Jewish History Landmarks Private Guided Walking Tour

(5 of 1 review)

Walk through Chicago’s vibrant Jewish history, from the striking Loop Synagogue to the inspiring Heald Square Monument and Jay Pritzker Pavilion. Uncover hidden gems and untold stories that shaped the city’s cultural heart. Bo... More

Free Cancellation
Private Tour
Start From $227.00
 
Chicago Jewish History Landmarks Private Guided Walking Tour Likely to Sell Out

Chicago Jewish History Landmarks Private Guided Walking Tour

  • Chicago
  • Superb1 review5

Walk through Chicago’s vibrant Jewish history, from the striking Loop Synagogue to the inspiring H....

    Free Cancellation
    Private Tour
    Start From $227.00
 
 

Food Walking Tour in Windy City of Chicago

(5 of 1 review)

Chicago has long been the culinary and cultural capital of the United States. Visitors come to Chicago to enjoy the city's delicacies, while chefs come to establish culinary empires and legacies. Come join us and experience some o... More

Free Cancellation
Private Tour
Start From $93.00
 
Food Walking Tour in Windy City of Chicago Likely to Sell Out

Food Walking Tour in Windy City of Chicago

  • Chicago
  • Superb1 review5

Chicago has long been the culinary and cultural capital of the United States. Visitors come to Chica....

    Free Cancellation
    Private Tour
    Start From $93.00
 
 

90 minute Chicago's Chinatown History and Culture Tour

(5 of 1 review)

Explore the highlights of Chicago’s Chinatown in just 90 minutes with our expert-guided History and Culture Tour. This tour takes you through iconic landmarks, historic streets, and cultural sites, sharing authentic stories and ... More

Free Cancellation
Private Tour
Start From $30.00
 
90 minute Chicago's Chinatown History and Culture Tour Likely to Sell Out

90 minute Chicago's Chinatown History and Culture Tour

  • Chicago
  • Superb1 review5

Explore the highlights of Chicago’s Chinatown in just 90 minutes with our expert-guided History an....

    Free Cancellation
    Private Tour
    Start From $30.00
 
 

Logan Square Walking Tour Experience

(5 of 1 review)

An amazing, local's guided tour of one of Chicago's coolest neighborhoods. Learn the history and get advice from a local who knows this area and make your Chicago experience a memorable one. Get out of downtown, come and experienc... More

Free Cancellation
Private Tour
Start From $35.00
 
Logan Square Walking Tour Experience Likely to Sell Out

Logan Square Walking Tour Experience

  • Chicago
  • Superb1 review5

An amazing, local's guided tour of one of Chicago's coolest neighborhoods. Learn the history and get....

    Free Cancellation
    Private Tour
    Start From $35.00
 
 

Downtown Chicago Loop Walking Tour (Private)

(5 of 1 review)

Discover the stories, styles, and spirit that built Chicago into the architectural capital of the world. On this walking tour through the Loop, you’ll explore the birthplace of the skyscraper, visit landmarks like the Chicago Th... More

Free Cancellation
Private Tour
Start From $27.00
 
Downtown Chicago Loop Walking Tour (Private) Likely to Sell Out

Downtown Chicago Loop Walking Tour (Private)

  • Chicago
  • Superb1 review5

Discover the stories, styles, and spirit that built Chicago into the architectural capital of the wo....

    Free Cancellation
    Private Tour
    Start From $27.00
 
 

Chicago Downtown Private Guided Walking Tour

(5 of 1 review)

Uncover Chicago’s bold spirit through its iconic landmarks, from the Gothic Holy Name Cathedral to the gleaming Cloud Gate. Hear untold stories of resilience, art, and innovation. Optional: see the Chicago Theatre, Cultural Cent... More

Free Cancellation
Private Tour
Start From $205.00
 
Chicago Downtown Private Guided Walking Tour Likely to Sell Out

Chicago Downtown Private Guided Walking Tour

  • Chicago
  • Superb1 review5

Uncover Chicago’s bold spirit through its iconic landmarks, from the Gothic Holy Name Cathedral to....

    Free Cancellation
    Private Tour
    Start From $205.00
 
 

Chicago Downtown Walking Tour & Lake Michigan Cruise Tickets

(5 of 1 review)

Walk beneath Chicago’s soaring skyline, hear its hidden stories, then see it shimmer from the water on a lake cruise. From the iconic Bean to the legendary theatre district, this tour brings the city’s spirit to life—one ste... More

Free Cancellation
Private Tour
Start From $263.00
 
Chicago Downtown Walking Tour & Lake Michigan Cruise Tickets Likely to Sell Out

Chicago Downtown Walking Tour & Lake Michigan Cruise Tickets

  • Chicago
  • Superb1 review5

Walk beneath Chicago’s soaring skyline, hear its hidden stories, then see it shimmer from the wate....

    Free Cancellation
    Private Tour
    Start From $263.00
 
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