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Top 10 Best Chicago Walking Tours

Found 157 Walking Tours activities in Chicago. Sort by Popularity. - Page 2
 

Chicago Food Tour: Taste the City’s Most Iconic Eats

(4.8 of 110 reviews)

Experience the best travel stories for yourself! Join a local expert and uncover hidden gems. Join us for the ultimate foodie adventure in Chicago’s historic River North area alongside a local guide who can show you the best spo... More

Free Cancellation
Start From $76.48
 
Chicago Food Tour: Taste the City’s Most Iconic Eats Likely to Sell Out

Chicago Food Tour: Taste the City’s Most Iconic Eats

  • Chicago
  • Superb110 reviews4.8

Experience the best travel stories for yourself! Join a local expert and uncover hidden gems. Join u....

    Free Cancellation
    Start From $76.48
 
 

Lincoln Park Hauntings Ghost Investigation Tour

(4.9 of 42 reviews)

We are Chicago's only paranormal investigation tour, and Chicago's oldest ghost and hauntings tours, founded by Ursula Bielski, Chicago's 35 year paranormal researcher and investigator. Like Ursula, all of our guides are all real ... More

Free Cancellation
Start From $40.00
 
Lincoln Park Hauntings Ghost Investigation Tour Likely to Sell Out

Lincoln Park Hauntings Ghost Investigation Tour

  • Chicago
  • Superb42 reviews4.9

We are Chicago's only paranormal investigation tour, and Chicago's oldest ghost and hauntings tours,....

    Free Cancellation
    Start From $40.00
 
 

Walkin' with Colin: Chicago History-Mystery-Comedy-Tragedy Tour

(5 of 217 reviews)

Embark on a profound, downtown walk-around, to discover incredible stories and secrets of the city on this not to miss feet on the street experience! During our loop around "Da Loop" we will peel back the layers of this Great Big ... More

Free Cancellation
Start From $44.00
 
Walkin' with Colin: Chicago History-Mystery-Comedy-Tragedy Tour Likely to Sell Out

Walkin' with Colin: Chicago History-Mystery-Comedy-Tragedy Tour

  • Chicago
  • Superb217 reviews5

Embark on a profound, downtown walk-around, to discover incredible stories and secrets of the city o....

    Free Cancellation
    Start From $44.00
 
 

Chicago Walking Tour: Historic Treasures of Chicago

(4.9 of 404 reviews)

Learn about the great architectural landmarks of Michigan Avenue and State Street. The 40 years between 1890 and 1930 saw the creation of some of Chicago’s the most memorable buildings, many of which are featured on this tour. ... More

Free Cancellation
Start From $35.00
 
Chicago Walking Tour: Historic Treasures of Chicago Likely to Sell Out

Chicago Walking Tour: Historic Treasures of Chicago

  • Chicago
  • Superb404 reviews4.9

Learn about the great architectural landmarks of Michigan Avenue and State Street. The 40 years betw....

    Free Cancellation
    Start From $35.00
 
 

Chicago Loop District Food Tour with Deep Dish & Beef Sandwich

(4.9 of 859 reviews)

On our Secret Food Tour: Chicago, you'll enjoy a variety of foods with culinary influences from the people who built this city. You'll experience all the city's biggest food hits, many dishes with roots dating back over 150 years... More

Free Cancellation
Start From $89.00
 
Chicago Loop District Food Tour with Deep Dish & Beef Sandwich Likely to Sell Out

Chicago Loop District Food Tour with Deep Dish & Beef Sandwich

  • Chicago
  • Superb859 reviews4.9

On our Secret Food Tour: Chicago, you'll enjoy a variety of foods with culinary influences from the ....

    Free Cancellation
    Start From $89.00
 
 

Chicago Haunts and Hooligans Tour

(5 of 37 reviews)

Nightly Spirits’ Haunts and Hooligans Tour will illustrate Chicago’s haunted history of secret parlors, underground tunnels, murderous movie theaters and supernatural speakeasies. Whether you’re a recent transplant to Chicag... More

Free Cancellation
Start From $34.77
 
Chicago Haunts and Hooligans Tour Likely to Sell Out

Chicago Haunts and Hooligans Tour

  • Chicago
  • Superb37 reviews5

Nightly Spirits’ Haunts and Hooligans Tour will illustrate Chicago’s haunted history of secret p....

    Free Cancellation
    Start From $34.77
 
 

Chicago City Tour: Elevated Architecture Tour with Train Ticket Included

(4.7 of 86 reviews)

Explore Chicago’s amazing architecture from the unique perspective of elevated trains and station platforms. Learn the history behind the famous "L" system and hear how it has shaped the development of buildings within the Loop.... More

Free Cancellation
Start From $41.00
 
Chicago City Tour: Elevated Architecture Tour with Train Ticket Included Likely to Sell Out

Chicago City Tour: Elevated Architecture Tour with Train Ticket I....

  • Chicago
  • Superb86 reviews4.7

Explore Chicago’s amazing architecture from the unique perspective of elevated trains and station ....

    Free Cancellation
    Start From $41.00
 
 

Chicago Walking Tour: The Magnificent Mile

(4.9 of 41 reviews)

Discover how a dirt road known as Pine Street transformed into a "Paris on the Prairie" and later into the Magnificent Mile, the city’s premier shopping district. Hear the secrets and stories behind the striking buildings on Nor... More

Free Cancellation
Start From $35.00
 
Chicago Walking Tour: The Magnificent Mile Likely to Sell Out

Chicago Walking Tour: The Magnificent Mile

  • Chicago
  • Superb41 reviews4.9

Discover how a dirt road known as Pine Street transformed into a "Paris on the Prairie" and later in....

    Free Cancellation
    Start From $35.00
 
 

Chicago Walking Tour: Historic Skyscrapers

(4.8 of 70 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
Start From $35.00
 
Chicago Walking Tour: Historic Skyscrapers Likely to Sell Out

Chicago Walking Tour: Historic Skyscrapers

  • Chicago
  • Superb70 reviews4.8

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

    Free Cancellation
    Start From $35.00
 
 

Chicago Photo Walk to Bean and Landmarks

(5 of 30 reviews)

We’ll begin our photo walk in Millennium Park with portraits at Cloud Gate (The Bean) — one of Chicago’s most iconic landmarks. During our time together, we’ll visit a rooftop spot for skyline views, cross the scenic DuSa... More

Free Cancellation
Start From $169.00
 
Chicago Photo Walk to Bean and Landmarks Likely to Sell Out

Chicago Photo Walk to Bean and Landmarks

  • Chicago
  • Superb30 reviews5

We’ll begin our photo walk in Millennium Park with portraits at Cloud Gate (The Bean) — one of C....

    Free Cancellation
    Start From $169.00
 
 

Walking Tour: Underground Chicago via the Pedway

(5 of 26 reviews)

Take a tour of Chicago's Pedway system (a network of underground tunnels that allows pedestrians to pass from one end of the Loop to the other) and enjoy seasonal holiday decorations and sights along the way. Our tour begins in t... More

Free Cancellation
Start From $65.00
 
Walking Tour: Underground Chicago via the Pedway Likely to Sell Out

Walking Tour: Underground Chicago via the Pedway

  • Chicago
  • Superb26 reviews5

Take a tour of Chicago's Pedway system (a network of underground tunnels that allows pedestrians to ....

    Free Cancellation
    Start From $65.00
 
 

Haunted Chicago Exploration Game and Tour

(3.8 of 5 reviews)

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 phone will guide you to the next location. Ready for an adventure... More

Free Cancellation
Private Tour
Start From $7.09
 
Haunted Chicago Exploration Game and Tour Likely to Sell Out

Haunted Chicago Exploration Game and Tour

  • Chicago
  • Very Good5 reviews3.8

Discover Chicago’s haunted locations by following clues and solving puzzles on your phone. As you ....

    Free Cancellation
    Private Tour
    Start From $7.09
 
 

The Chicago Theatre Tour Experience

(4 of 50 reviews)

A 60-75-minute guided, behind-the-scenes exploration of the historic Chicago Theatre, one of the city’s most iconic landmarks. Stand on the famed Chicago theatre stage and discover the backstage artist signatures, including fro... More

Free Cancellation
Private Tour
Start From $30.00
 
The Chicago Theatre Tour Experience Likely to Sell Out

The Chicago Theatre Tour Experience

  • Chicago
  • Very Good50 reviews4

A 60-75-minute guided, behind-the-scenes exploration of the historic Chicago Theatre, one of the cit....

    Free Cancellation
    Private Tour
    Start From $30.00
 
 

Chicago Walking Tour: Art Deco Skyscrapers Riverfront

(4.9 of 79 reviews)

Tour the lobbies of five opulent Art Deco skyscrapers built near the banks of the Chicago River during the business boom of the Roaring '20s. Learn how Art Deco reflected the era’s fun-loving optimism with lavish materials and g... More

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

Chicago Walking Tour: Art Deco Skyscrapers Riverfront

  • Chicago
  • Superb79 reviews4.9

Tour the lobbies of five opulent Art Deco skyscrapers built near the banks of the Chicago River duri....

    Free Cancellation
    Private Tour
    Start From $35.00
 
 

Chicago Walking Tour: Must-See Chicago

(4.9 of 129 reviews)

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 Institute of Chicago, Willis (Sears) Tower and more! Get... More

Free Cancellation
Private Tour
Start From $35.00
 
Chicago Walking Tour: Must-See Chicago Likely to Sell Out

Chicago Walking Tour: Must-See Chicago

  • Chicago
  • Superb129 reviews4.9

Must-See Chicago is a fast-paced, 90-minute introductory tour to Chicago featuring some of its most ....

    Free Cancellation
    Private Tour
    Start From $35.00
 
 

Chicago Millennium Park Self-Guided Walking Tour

(4.6 of 5 reviews)

Enjoy moving at your own pace through Chicago's Millennium Park with an app as your guide. You and your private party can stop or start the app whenever you like; pausing to explore further on your own. Take in the sights of the p... More

Free Cancellation
Private Tour
Start From $14.99
 
Chicago Millennium Park Self-Guided Walking Tour Likely to Sell Out

Chicago Millennium Park Self-Guided Walking Tour

  • Chicago
  • Superb5 reviews4.6

Enjoy moving at your own pace through Chicago's Millennium Park with an app as your guide. You and y....

    Free Cancellation
    Private Tour
    Start From $14.99
 
 

River North Food Walking Tour

(4.7 of 88 reviews)

On our 3 hour food walking tour of Chicago, you will taste delectable foods from 5 different delicious places. Tease your tastebuds as you savor foods from Chicago's best deep dish pizza restaurant, Rick Bayless' amazing Mexican f... More

Free Cancellation
Private Tour
Start From $89.00
 
River North Food Walking Tour Likely to Sell Out

River North Food Walking Tour

  • Chicago
  • Superb88 reviews4.7

On our 3 hour food walking tour of Chicago, you will taste delectable foods from 5 different delicio....

    Free Cancellation
    Private Tour
    Start From $89.00
 
 

Chicago Self-Guided Audio Tour

(3.9 of 9 reviews)

Discover Chicago like never before with complete freedom to explore at your own rhythm, lingering at fascinating locations or moving swiftly through others as your interests guide you. Our expertly crafted audio experience unveils... More

Free Cancellation
Private Tour
Start From $9.00
 
Chicago Self-Guided Audio Tour Likely to Sell Out

Chicago Self-Guided Audio Tour

  • Chicago
  • Very Good9 reviews3.9

Discover Chicago like never before with complete freedom to explore at your own rhythm, lingering at....

    Free Cancellation
    Private Tour
    Start From $9.00
 
 

Chicago History and Architecture Walking Tour with Boat Cruise

(4.7 of 10 reviews)

Explore the heart of the Windy City Beginning at Millennium Park, home to the world-famous Cloud Gate (“The Bean”), and stroll through lush gardens and striking public art. Uncover hidden gems in the Chicago Pedway, then emerg... More

Free Cancellation
Private Tour
Start From $104.00
 
Chicago History and Architecture Walking Tour with Boat Cruise Likely to Sell Out

Chicago History and Architecture Walking Tour with Boat Cruise

  • Chicago
  • Superb10 reviews4.7

Explore the heart of the Windy City Beginning at Millennium Park, home to the world-famous Cloud Gat....

    Free Cancellation
    Private Tour
    Start From $104.00
 
 

Chicago Walking Tour: Connecting Past and Present

(5 of 37 reviews)

This lively overview of Chicago architecture explores iconic buildings from the 1890s to present. We'll compare and contrast a wide range of buildings with varying architectural styles and see how older structures connect to new s... More

Free Cancellation
Private Tour
Start From $35.00
 
Chicago Walking Tour: Connecting Past and Present Likely to Sell Out

Chicago Walking Tour: Connecting Past and Present

  • Chicago
  • Superb37 reviews5

This lively overview of Chicago architecture explores iconic buildings from the 1890s to present. We....

    Free Cancellation
    Private Tour
    Start From $35.00
 
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