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Top 10 Best Chicago City Tours

Found 104 City Tours activities in Chicago. Sort by Popularity. - Page 5
 

Private 2-Hour Walking Tour: Chicago Loop Interior Architecture

(5 of 9 reviews)

Make the best of your visit to Chicago and explore the interiors of the emblematic Loop of Chicago downtown with a private licensed guide. You will enjoy a private tour and discover the hidden architectural treasures of Chicago wi... More

Free Cancellation
Private Tour
Start From $215.52
 
Private 2-Hour Walking Tour: Chicago Loop Interior Architecture Likely to Sell Out

Private 2-Hour Walking Tour: Chicago Loop Interior Architecture

  • Chicago
  • Superb9 reviews5

Make the best of your visit to Chicago and explore the interiors of the emblematic Loop of Chicago d....

    Free Cancellation
    Private Tour
    Start From $215.52
 
 

Private Frida and Friends Tour in Pilsen

(4.3 of 6 reviews)

Discover Pilsen and its local art, street art, food and people. We will visit a traditional bakery and taqueria and enjoy the art of many great local artists. And then there are the hundreds of cool murals in the neighborhood. We... More

Free Cancellation
Private Tour
Start From $240.00
 
Private Frida and Friends Tour in Pilsen Likely to Sell Out

Private Frida and Friends Tour in Pilsen

  • Chicago
  • Exellent6 reviews4.3

Discover Pilsen and its local art, street art, food and people. We will visit a traditional bakery ....

    Free Cancellation
    Private Tour
    Start From $240.00
 
 

Small Group History And Architecture Walking Tour of Chicago

(5 of 4 reviews)

Explore Chicago's rich history and vibrant culture on a walking tour starting at Millennium Park with the iconic Cloud Gate sculpture. Wander through lush gardens and public art, then delve into the Chicago Pedway's hidden gems. E... More

Free Cancellation
Private Tour
Start From $64.99
 
Small Group History And Architecture Walking Tour of Chicago Likely to Sell Out

Small Group History And Architecture Walking Tour of Chicago

  • Chicago
  • Superb4 reviews5

Explore Chicago's rich history and vibrant culture on a walking tour starting at Millennium Park wit....

    Free Cancellation
    Private Tour
    Start From $64.99
 
 

Chicago Helicopter 25-Mile Tour for up to Three Passengers

(4.3 of 6 reviews)

A helicopter tour of downtown Chicago is a unique and thrilling way to experience the Windy City. From high up in the sky, you'll be able to take in breathtaking panoramic views of Chicago's iconic skyline, world-famous landmarks,... More

Free Cancellation
Private Tour
Start From $650.00
 
Chicago Helicopter 25-Mile Tour for up to Three Passengers Likely to Sell Out

Chicago Helicopter 25-Mile Tour for up to Three Passengers

  • Chicago
  • Exellent6 reviews4.3

A helicopter tour of downtown Chicago is a unique and thrilling way to experience the Windy City. Fr....

    Free Cancellation
    Private Tour
    Start From $650.00
 
 

Chicago Private Walking Food Tour With Secret Food Tours

(5 of 40 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
Private Tour
Start From $306.00
 
Chicago Private Walking Food Tour With Secret Food Tours Likely to Sell Out

Chicago Private Walking Food Tour With Secret Food Tours

  • Chicago
  • Superb40 reviews5

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

    Free Cancellation
    Private Tour
    Start From $306.00
 
 

Private Lake Michigan Sailing Charter and Sightseeing Chicago Skyline Cruise

(5 of 2 reviews)

Enjoy a private two and a half hour sailing experience for up to four people along Chicago’s beautiful lakefront. Kick back, relax, and let the US Coast Guard licensed captain treat you to stunning views of Chicago’s spectacul... More

Free Cancellation
Private Tour
Start From $433.82
 
Private Lake Michigan Sailing Charter and Sightseeing Chicago Skyline Cruise Likely to Sell Out

Private Lake Michigan Sailing Charter and Sightseeing Chicago Sky....

  • Chicago
  • Superb2 reviews5

Enjoy a private two and a half hour sailing experience for up to four people along Chicago’s beaut....

    Free Cancellation
    Private Tour
    Start From $433.82
 
 

Bike Tour in Chicago

(5 of 2 reviews)

Take a spin through the Windy City on a bike tour and discover the most remarkable and world-famous sights. Hit the streets like a local with your guide, dive into the bustling life of the business districts, be welcomed by the so... More

Free Cancellation
Private Tour
Start From $129.00
 
Bike Tour in Chicago Likely to Sell Out

Bike Tour in Chicago

  • Chicago
  • Superb2 reviews5

Take a spin through the Windy City on a bike tour and discover the most remarkable and world-famous ....

    Free Cancellation
    Private Tour
    Start From $129.00
 
 

️ 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
 
 

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
 
 

Chicago’s Ragtime & Jazz Eras: A Self-Guided Audio Tour

(3.5 of 2 reviews)

See Chicago through the eyes of Al Capone and the Everleigh Sisters at your own pace with this affordable walking tour. • Walk in the footsteps of the gangsters, bootleggers, hoodlums, gunmen, and crooked cops and politicians w... More

Free Cancellation
Private Tour
Start From $6.99
 
Chicago’s Ragtime & Jazz Eras: A Self-Guided Audio Tour Likely to Sell Out

Chicago’s Ragtime & Jazz Eras: A Self-Guided Audio Tour

  • Chicago
  • Good2 reviews3.5

See Chicago through the eyes of Al Capone and the Everleigh Sisters at your own pace with this affor....

    Free Cancellation
    Private Tour
    Start From $6.99
 
 

4 Hours of Chicago City Tour Sedan

(3.5 of 2 reviews)

Luxury vehicles Professional chauffeurs Updated fleet Licensed chauffeurs Knowledge about navigating in the city... More

Free Cancellation
Private Tour
Start From $640.00
 
4 Hours of Chicago City Tour Sedan Likely to Sell Out

4 Hours of Chicago City Tour Sedan

  • Chicago
  • Good2 reviews3.5

Luxury vehicles Professional chauffeurs Updated fleet Licensed chauffeurs Knowledge about navigating....

    Free Cancellation
    Private Tour
    Start From $640.00
 
 

Private Shopping Tour from Chicago to Fashion Outlets of Chicago

(3.5 of 2 reviews)

Comfortable Roundtrip Tour from your hotel in Chicago to Fashion Outlets of Chicago - plays host to luxury boutiques and stores selling everything from clothes and accessories to cosmetics and home essentials. Its world-class bout... More

Free Cancellation
Private Tour
Start From $132.71
 
Private Shopping Tour from Chicago to Fashion Outlets of Chicago Likely to Sell Out

Private Shopping Tour from Chicago to Fashion Outlets of Chicago

  • Chicago
  • Good2 reviews3.5

Comfortable Roundtrip Tour from your hotel in Chicago to Fashion Outlets of Chicago - plays host to ....

    Free Cancellation
    Private Tour
    Start From $132.71
 
 

Chicago Architecture Walking Tour: What's New

(5 of 59 reviews)

Over the course of 90 minutes, explore some of the newest buildings around the Chicago Architecture Center, focusing on construction elements and their impact on the city’s built environment. What's New looks at some of the mos... More

Free Cancellation
Private Tour
Start From $30.00
 
Chicago Architecture Walking Tour: What's New Likely to Sell Out

Chicago Architecture Walking Tour: What's New

  • Chicago
  • Superb59 reviews5

Over the course of 90 minutes, explore some of the newest buildings around the Chicago Architecture ....

    Free Cancellation
    Private Tour
    Start From $30.00
 
 

Private Chicago P.D. TV Show Set Tour

(5 of 59 reviews)

The Private Chicago P.D. TV Show Set Tour gives the fans an insider’s look at the real-life locations used in the hit show, allowing you to immerse yourself in the world of Chicago’s fictional police force. You’ll visit icon... More

Free Cancellation
Private Tour
Start From $315.00
 
Private Chicago P.D. TV Show Set Tour Likely to Sell Out

Private Chicago P.D. TV Show Set Tour

  • Chicago
  • Superb59 reviews5

The Private Chicago P.D. TV Show Set Tour gives the fans an insider’s look at the real-life locati....

    Free Cancellation
    Private Tour
    Start From $315.00
 
 

Private Shopping Tour from Chicago to Chicago Premium Outlets

(5 of 59 reviews)

Comfortable Roundtrip Tour from your hotel in Chicago to Chicago Premium Outlets - plays host to luxury boutiques and stores selling everything from clothes and accessories to cosmetics and home essentials. Its world-class boutiqu... More

Free Cancellation
Private Tour
Start From $146.51
 
Private Shopping Tour from Chicago to Chicago Premium Outlets Likely to Sell Out

Private Shopping Tour from Chicago to Chicago Premium Outlets

  • Chicago
  • Superb59 reviews5

Comfortable Roundtrip Tour from your hotel in Chicago to Chicago Premium Outlets - plays host to lux....

    Free Cancellation
    Private Tour
    Start From $146.51
 
 

Great Smoky Mountains,Gatlinburg 4-Day Tour from Chicago

(5 of 59 reviews)

1. Explore Motorsports Hall of Fame. 2. Be in the National Park with most visitors in US -- Great Smoky Mountains. 3. Southern dinner show Dixie Stampede featuring America’s civil war. 4. Tour in Lookout Mountain: Rock City, ... More

Free Cancellation
Private Tour
Start From $959.00
 
Great Smoky Mountains,Gatlinburg 4-Day Tour from Chicago Likely to Sell Out

Great Smoky Mountains,Gatlinburg 4-Day Tour from Chicago

  • Chicago
  • Superb59 reviews5

1. Explore Motorsports Hall of Fame. 2. Be in the National Park with most visitors in US -- Great S....

    Free Cancellation
    Private Tour
    Start From $959.00
 
 

5-Day Tour in Detroit, Toronto, Niagara Falls, and Cleveland

(5 of 59 reviews)

See the master piece of design- Cloud Gate at Millennium Park. Enjoy the Niagara Falls from both the Canadian and US side, be on the Skylon Tower and Maid of Mist. Visiting the Henry Ford Museum, exploring the past glory of Motor ... More

Free Cancellation
Private Tour
Start From $1,161.00
 
 5-Day Tour in Detroit, Toronto, Niagara Falls, and Cleveland Likely to Sell Out

5-Day Tour in Detroit, Toronto, Niagara Falls, and Cleveland

  • Chicago
  • Superb59 reviews5

See the master piece of design- Cloud Gate at Millennium Park. Enjoy the Niagara Falls from both the....

    Free Cancellation
    Private Tour
    Start From $1,161.00
 
 

Continental US Train Zephyr Adventure CA -CO - Il

(5 of 59 reviews)

Embark on the adventure of a lifetime! Step aboard the iconic California-Chicago Train Expedition as we whisk you away on a journey that combines the thrill of train travel with the magic of California's breathtaking scenery. From... More

Free Cancellation
Private Tour
Start From $15.00
 
Continental US Train Zephyr Adventure CA -CO - Il Likely to Sell Out

Continental US Train Zephyr Adventure CA -CO - Il

  • Chicago
  • Superb59 reviews5

Embark on the adventure of a lifetime! Step aboard the iconic California-Chicago Train Expedition as....

    Free Cancellation
    Private Tour
    Start From $15.00
 
 

Private Wicker Park and Bucktown Walking Tour

(5 of 59 reviews)

This is your chance to tour the coolest of Chicago's 77 neighborhoods alongside a funny, knowledgeable local guide. You've done the Loop; now it's time to see a whole different side of the city. The tour has 2 options: Wicker Pa... More

Free Cancellation
Private Tour
Start From $195.00
 
Private Wicker Park and Bucktown Walking Tour Likely to Sell Out

Private Wicker Park and Bucktown Walking Tour

  • Chicago
  • Superb59 reviews5

This is your chance to tour the coolest of Chicago's 77 neighborhoods alongside a funny, knowledgeab....

    Free Cancellation
    Private Tour
    Start From $195.00
 
 

Private Chicago Fire TV Show Set Tour

(5 of 9 reviews)

Get an exclusive behind-the-scenes look at the hit NBC drama Chicago Fire TV Show Set Tour. Visit the actual filming locations where the show comes to life. Tour Highlights: - Explore the iconic Firehouse 51 exterior and interio... More

Free Cancellation
Private Tour
Start From $315.00
 
Private Chicago Fire TV Show Set Tour Likely to Sell Out

Private Chicago Fire TV Show Set Tour

  • Chicago
  • Superb9 reviews5

Get an exclusive behind-the-scenes look at the hit NBC drama Chicago Fire TV Show Set Tour. Visit th....

    Free Cancellation
    Private Tour
    Start From $315.00
 
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