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Top 10 Best Chicago Walking Tours

Found 151 Walking Tours activities in Chicago. Sort by Popularity. - Page 6
 

Walking Tour of Chicago’s Artsy Cultural Landmarks

(3.5 of 2 reviews)

Dive into "Chicago's Artsy Cultural Landmarks – Walking Tour," a vibrant exploration of the city's iconic artistic and architectural gems. Start at the Chicago Cultural Center, home to the world's largest Tiffany stained-glass d... More

Private Tour
Start From $334.71
 
Walking Tour of Chicago’s Artsy Cultural Landmarks Likely to Sell Out

Walking Tour of Chicago’s Artsy Cultural Landmarks

  • Chicago
  • Good2 reviews3.5

Dive into "Chicago's Artsy Cultural Landmarks – Walking Tour," a vibrant exploration of the city's....

    Private Tour
    Start From $334.71
 
 

Explore Black History on the Southside of Chicago

(4 of 4 reviews)

Learn firsthand about Black History from a 5th generation South Sider in a 2.5-hour walking tour of Bronzeville and beyond. Highlights of the tour include, Barack Obama’s home, Muhammad Ali’s home, Local murals and street art ... More

Free Cancellation
Private Tour
Start From $5.00
 
Explore Black History on the Southside of Chicago Likely to Sell Out

Explore Black History on the Southside of Chicago

  • Chicago
  • Very Good4 reviews4

Learn firsthand about Black History from a 5th generation South Sider in a 2.5-hour walking tour of ....

    Free Cancellation
    Private Tour
    Start From $5.00
 
 

Private Chicago TV and Movie Locations 3 Hour Walking Tour

(5 of 1 review)

Whether you’re a movie fanatic or simply want to take a Chicago sightseeing tour that hits iconic landmarks, this walking tour is for you! We’ll start our tour in the Chicago Loop, a lively neighborhood filled with incredible... More

Free Cancellation
Private Tour
Start From $320.00
 
Private Chicago TV and Movie Locations 3 Hour Walking Tour Likely to Sell Out

Private Chicago TV and Movie Locations 3 Hour Walking Tour

  • Chicago
  • Superb1 review5

Whether you’re a movie fanatic or simply want to take a Chicago sightseeing tour that hits iconic ....

    Free Cancellation
    Private Tour
    Start From $320.00
 
 

Chicago Walking Tour: Historic Skyscrapers

(4.8 of 66 reviews)

Chicago is home to some of the world’s earliest skyscrapers. Get an up-close look at these 19th Century marvels, learn about innovations used to build them and discover how they transformed Chicago into a center of skyscraper de... More

Free Cancellation
Private Tour
Start From $35.00
 
Chicago Walking Tour: Historic Skyscrapers Likely to Sell Out

Chicago Walking Tour: Historic Skyscrapers

  • Chicago
  • Superb66 reviews4.8

Chicago is home to some of the world’s earliest skyscrapers. Get an up-close look at these 19th Ce....

    Free Cancellation
    Private Tour
    Start From $35.00
 
 

Wind City Wanderlust: A Chicago Family Odyssey

(4.8 of 66 reviews)

Embark on a family adventure starting at the iconic metal horse sculpture at 425 S. Financial Place, a symbol of strength in the city's bustling financial district. Wander to the Chicago Board of Trade Building, marveling at its s... More

Free Cancellation
Private Tour
Start From $199.02
 
Wind City Wanderlust: A Chicago Family Odyssey Likely to Sell Out

Wind City Wanderlust: A Chicago Family Odyssey

  • Chicago
  • Superb66 reviews4.8

Embark on a family adventure starting at the iconic metal horse sculpture at 425 S. Financial Place,....

    Free Cancellation
    Private Tour
    Start From $199.02
 
 

History of the Jazz Age at Chicago Art Deco Architecture Tour

(4.8 of 66 reviews)

Dive into the center of the architectural boom of the roaring 1920s and take a chance to enjoy the grand facades of the Art Deco skyscrapers on this guided walking tour. Go back in history while admiring one of the epicenters of... More

Free Cancellation
Private Tour
Start From $67.00
 
History of the Jazz Age at Chicago Art Deco Architecture Tour Likely to Sell Out

History of the Jazz Age at Chicago Art Deco Architecture Tour

  • Chicago
  • Superb66 reviews4.8

Dive into the center of the architectural boom of the roaring 1920s and take a chance to enjoy the g....

    Free Cancellation
    Private Tour
    Start From $67.00
 
 

Gangster Story Quest Experience in Chicago

(3 of 2 reviews)

A historic walk that tells the story of Chicago's emergence from the ashes of the Great Chicago Fire. Your stroll takes you from the heart of downtown north across the river. You'll see world-famous landmarks while learning answer... More

Special Offer
Free Cancellation
Private Tour
Start From $5.87
(Saving 20% ) $7.34
 
-20% Gangster Story Quest Experience in Chicago Likely to Sell Out

Gangster Story Quest Experience in Chicago

  • Chicago

A historic walk that tells the story of Chicago's emergence from the ashes of the Great Chicago Fire....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $5.87
    (Saving 20% ) $7.34
 
 

Art of a City Downtown Chicago - Exclusive Guided Walking Tour

(3 of 2 reviews)

What do the artists Picasso, Chagall, Miro, and Kapoor all have in common? Incredible public art hiding in plain sight amidst world famous architecture. Tour Chicago in a small group perfect for busy sidewalks and get up close to ... More

Free Cancellation
Private Tour
Start From $51.94
 
Art of a City Downtown Chicago - Exclusive Guided Walking Tour Likely to Sell Out

Art of a City Downtown Chicago - Exclusive Guided Walking Tour

  • Chicago

What do the artists Picasso, Chagall, Miro, and Kapoor all have in common? Incredible public art hid....

    Free Cancellation
    Private Tour
    Start From $51.94
 
 

3 Hours Chicago Architecture Tour - Skyscrapers and Photo Ops

(3 of 2 reviews)

Explore the architectural extravaganza of Chicago downtown and discover the most amazing and captivating facts about the first high-rises, city planning, and construction history. Get a unique chance to combine touring by foot a... More

Free Cancellation
Private Tour
Start From $135.00
 
3 Hours Chicago Architecture Tour - Skyscrapers and Photo Ops Likely to Sell Out

3 Hours Chicago Architecture Tour - Skyscrapers and Photo Ops

  • Chicago

Explore the architectural extravaganza of Chicago downtown and discover the most amazing and captiva....

    Free Cancellation
    Private Tour
    Start From $135.00
 
 

️ Chicago Instagram Walking Tour (Private & All- Inclusive)

(5 of 2 reviews)

Our Chicago Walking Instagram Tour will take you to the most Instagrammable spots in Chicago all in one day. If you are looking for a little bit of culture, some amazing architecture, & a ton of great photos then this is the tour ... More

Free Cancellation
Private Tour
Start From $236.00
 
️ Chicago Instagram Walking Tour (Private & All- Inclusive) Likely to Sell Out

️ Chicago Instagram Walking Tour (Private & All- Inclusive)

  • Chicago
  • Superb2 reviews5

Our Chicago Walking Instagram Tour will take you to the most Instagrammable spots in Chicago all in ....

    Free Cancellation
    Private Tour
    Start From $236.00
 
 

Chicago's Gold Coast Hidden History: A Self-Guided Audio Walk

(4.3 of 7 reviews)

Amy Bizzarri, author of 111 Places in Chicago That You Must Not Miss, takes you on a fascinating self-guided audio tour of hidden historical spots in Chicago's gilded Gold Coast. Peep behind the gates of the original Playboy Mansi... More

Free Cancellation
Private Tour
Start From $5.99
 
Chicago's Gold Coast Hidden History: A Self-Guided Audio Walk Likely to Sell Out

Chicago's Gold Coast Hidden History: A Self-Guided Audio Walk

  • Chicago
  • Exellent7 reviews4.3

Amy Bizzarri, author of 111 Places in Chicago That You Must Not Miss, takes you on a fascinating sel....

    Free Cancellation
    Private Tour
    Start From $5.99
 
 

Private Downtown Chicago TV and Movie Sites Guided Walking Tour

(4.5 of 2 reviews)

Featuring over 30 locations! Take this two-hour walking tour in downtown Chicago and visit sites from Ferris Bueller’s Day Off, The Untouchables, The Dark Knight, The Bear, and more! Visit the infamous theater venue from Public... More

Free Cancellation
Private Tour
Start From $132.00
 
Private Downtown Chicago TV and Movie Sites Guided Walking Tour Likely to Sell Out

Private Downtown Chicago TV and Movie Sites Guided Walking Tour

  • Chicago
  • Exellent2 reviews4.5

Featuring over 30 locations! Take this two-hour walking tour in downtown Chicago and visit sites fro....

    Free Cancellation
    Private Tour
    Start From $132.00
 
 

Chicago's Dark Side Self-Guided Smartphone Walking Tour

(4.7 of 3 reviews)

Explore haunted Chicago at your own pace and schedule. Go anytime. Why take this tour? -It's like an in person tour guide, only it's on your phone. -Tour at your own pace and schedule -Professionally produced, narrated and music... More

Free Cancellation
Private Tour
Start From $9.75
 
Chicago's Dark Side Self-Guided Smartphone Walking Tour Likely to Sell Out

Chicago's Dark Side Self-Guided Smartphone Walking Tour

  • Chicago
  • Superb3 reviews4.7

Explore haunted Chicago at your own pace and schedule. Go anytime. Why take this tour? -It's like a....

    Free Cancellation
    Private Tour
    Start From $9.75
 
 

Chicago's Midway, Movies, and the 1893 World's Fair Walking Tour

(5 of 5 reviews)

Join Chicago Movie Tours on the Midway, and discover the city's film history in an entirely new way! On this leisurely 75-minute walking tour led by a Ph.D. in film, you'll visit 5 spots on the historic Midway Plaisance, once th... More

Free Cancellation
Private Tour
Start From $39.99
 
Chicago's Midway, Movies, and the 1893 World's Fair Walking Tour Likely to Sell Out

Chicago's Midway, Movies, and the 1893 World's Fair Walking Tour

  • Chicago
  • Superb5 reviews5

Join Chicago Movie Tours on the Midway, and discover the city's film history in an entirely new way!....

    Free Cancellation
    Private Tour
    Start From $39.99
 
 

The Loop, River North and Chicago’s Theater District: A Self-Guided Audio Tour

(5 of 5 reviews)

Are you looking for a way to see Chicago without joining a tour group? Explore at your own pace with this affordable walking tour. • Take in Chicago’s concrete giants and hear fascinating stories about quirky artworks, local ... More

Free Cancellation
Private Tour
Start From $11.99
 
The Loop, River North and Chicago’s Theater District: A Self-Guided Audio Tour Likely to Sell Out

The Loop, River North and Chicago’s Theater District: A Self-Gu....

  • Chicago
  • Superb5 reviews5

Are you looking for a way to see Chicago without joining a tour group? Explore at your own pace with....

    Free Cancellation
    Private Tour
    Start From $11.99
 
 

Chicago Lincoln Square Quest Experience

(5 of 5 reviews)

Roam the lively heart of Lincoln Square with its cafés, delis, and other fun and fascinating stores; stand beside the Berlin Wall; take in ghastly history, gorgeous murals, and 300-year-old oak trees; and, at your journey’s end... More

Special Offer
Free Cancellation
Private Tour
Start From $9.04
(Saving 20% ) $11.30
 
-20% Chicago Lincoln Square Quest Experience Likely to Sell Out

Chicago Lincoln Square Quest Experience

  • Chicago
  • Superb5 reviews5

Roam the lively heart of Lincoln Square with its cafés, delis, and other fun and fascinating stores....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $9.04
    (Saving 20% ) $11.30
 
 

Chicago Loop and Millennium Park Scavenger Hunt Walking Tour

(5 of 5 reviews)

Enjoy a walking tour of beautiful and interesting parts of Chicago while following clues on your smartphone and solving interesting puzzles along the tour. Play the game on your smartphone with your group as the game guides you t... More

Free Cancellation
Private Tour
Start From $24.50
 
Chicago Loop and Millennium Park Scavenger Hunt Walking Tour Likely to Sell Out

Chicago Loop and Millennium Park Scavenger Hunt Walking Tour

  • Chicago
  • Superb5 reviews5

Enjoy a walking tour of beautiful and interesting parts of Chicago while following clues on your sma....

    Free Cancellation
    Private Tour
    Start From $24.50
 
 

Oktoberfest Walking Brewery Tour in Malt Row

(5 of 28 reviews)

Our tour takes place in Malt Row in the Ravenswood Neighborhood of Chicago, which has many breweries, a distillery, and a winery. Guests will be taken on a walking tour to three different breweries and will be given historical in... More

Free Cancellation
Private Tour
Start From $25.00
 
Oktoberfest Walking Brewery Tour in Malt Row Likely to Sell Out

Oktoberfest Walking Brewery Tour in Malt Row

  • Chicago
  • Superb28 reviews5

Our tour takes place in Malt Row in the Ravenswood Neighborhood of Chicago, which has many breweries....

    Free Cancellation
    Private Tour
    Start From $25.00
 
 

Workers Cottages of Oldtown Triangle Walking Tour

(5 of 45 reviews)

This tour will show you many of these delightful cottages and the different styles they were designed and constructed in. You will also learn about their history and unique part of the growth of the city of Chicago. Plus you will ... More

Free Cancellation
Private Tour
Start From $45.00
 
Workers Cottages of Oldtown Triangle Walking Tour Likely to Sell Out

Workers Cottages of Oldtown Triangle Walking Tour

  • Chicago
  • Superb45 reviews5

This tour will show you many of these delightful cottages and the different styles they were designe....

    Free Cancellation
    Private Tour
    Start From $45.00
 
 

A Storied Neighborhood: A Self-Guided Audio Tour with Bill Ayers

(3.5 of 2 reviews)

This self-guided audio tour begins at the Laboratory Schools founded by John Dewey, and winds through the University of Chicago. Along the way, walkers will encounter world-renowned architects and Nobel Laureates, robber barons an... More

Free Cancellation
Private Tour
Start From $5.40
 
A Storied Neighborhood: A Self-Guided Audio Tour with Bill Ayers Likely to Sell Out

A Storied Neighborhood: A Self-Guided Audio Tour with Bill Ayers

  • Chicago
  • Good2 reviews3.5

This self-guided audio tour begins at the Laboratory Schools founded by John Dewey, and winds throug....

    Free Cancellation
    Private Tour
    Start From $5.40
 
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