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Top 10 Best Chicago City Tours

Found 104 City Tours activities in Chicago. Sort by Popularity. - Page 4
 

Private Chicago Guided Tour with Hotel Pickup

(5 of 5 reviews)

One of the best ways to explore a city is with a private tour. This tour isn't any different. Have your driver and separate tour guide take you around the most important sites and locations of Chicago. Being a private tour, stop... More

Free Cancellation
Private Tour
Start From $466.07
 
Private Chicago Guided Tour with Hotel Pickup Likely to Sell Out

Private Chicago Guided Tour with Hotel Pickup

  • Chicago
  • Superb5 reviews5

One of the best ways to explore a city is with a private tour. This tour isn't any different. Have y....

    Free Cancellation
    Private Tour
    Start From $466.07
 
 

Private Chicago Architecture Tour

(5 of 10 reviews)

Despite the Great Fire that once ravaged the city of Chicago over a century ago, the city is credited as the birthplace of the modern skyscraper. Chicago is so renowned for architecture that it’s the most vertical metropolis fro... More

Free Cancellation
Private Tour
Start From $880.00
 
Private Chicago Architecture Tour Likely to Sell Out

Private Chicago Architecture Tour

  • Chicago
  • Superb10 reviews5

Despite the Great Fire that once ravaged the city of Chicago over a century ago, the city is credite....

    Free Cancellation
    Private Tour
    Start From $880.00
 
 

River North Food Walking Tour

(4.7 of 75 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
  • Superb75 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
 
 

Welcome to Chicago: Private Half-Day Tour with 360 Observation Deck

(5 of 2 reviews)

On your Private Chicago Half Day Highlights tour, visit all the city’s major sites, including favourites such as the Magnificent Mile, Millennium Park and Hancock Tower. Your guide is a local who has plenty of tales about Chicag... More

Free Cancellation
Private Tour
Start From $240.00
 
Welcome to Chicago: Private Half-Day Tour with 360 Observation Deck Likely to Sell Out

Welcome to Chicago: Private Half-Day Tour with 360 Observation De....

  • Chicago
  • Superb2 reviews5

On your Private Chicago Half Day Highlights tour, visit all the city’s major sites, including favo....

    Free Cancellation
    Private Tour
    Start From $240.00
 
 

Chicago Pier Fireworks Segway Tour

(4.9 of 31 reviews)

See Chicago's weekly summer fireworks display on this spectacular Chicago Segway Tour. You haven't seen Chicago until you have seen it at night while gliding through the park & lakefront on a Segway PT. View Buckingham Fountain's ... More

Free Cancellation
Private Tour
Start From $79.92
 
Chicago Pier Fireworks Segway Tour Likely to Sell Out

Chicago Pier Fireworks Segway Tour

  • Chicago
  • Superb31 reviews4.9

See Chicago's weekly summer fireworks display on this spectacular Chicago Segway Tour. You haven't s....

    Free Cancellation
    Private Tour
    Start From $79.92
 
 

Chicago Private Foodie Tour: Windy City Faves

(5 of 6 reviews)

Our Chicago Foodie Lovers Tour will take you to the most iconic and delicious spots in Chicago all in one day. If you are looking for a little bit of culture, great photos, and a ton of delicious food then this is the tour for you... More

Free Cancellation
Private Tour
Start From $288.00
 
Chicago Private Foodie Tour: Windy City Faves Likely to Sell Out

Chicago Private Foodie Tour: Windy City Faves

  • Chicago
  • Superb6 reviews5

Our Chicago Foodie Lovers Tour will take you to the most iconic and delicious spots in Chicago all i....

    Free Cancellation
    Private Tour
    Start From $288.00
 
 

Your Way or the Highway: 2-hour Customized Private Walking Tour in Chicago

(5 of 34 reviews)

Enjoy a private 2-hour walking tour with Belgian-American tour guide Leentje. She will introduce you to the city she calls home since 2014. Every tour is different and custom-made. Tours are available in English, French, or Dutch.... More

Free Cancellation
Private Tour
Start From $220.00
 
Your Way or the Highway: 2-hour Customized Private Walking Tour in Chicago Likely to Sell Out

Your Way or the Highway: 2-hour Customized Private Walking Tour i....

  • Chicago
  • Superb34 reviews5

Enjoy a private 2-hour walking tour with Belgian-American tour guide Leentje. She will introduce you....

    Free Cancellation
    Private Tour
    Start From $220.00
 
 

Private Chicago Highlights Driving Tour

(5 of 41 reviews)

See Chicago’s most essential landmarks from the comfort of a private vehicle on this 3-hour jaunt around town. Your guide will pick you up directly from your Chicago accommodation, after which you’ll be whisked away to see the... More

Free Cancellation
Private Tour
Start From $190.00
 
Private Chicago Highlights Driving Tour Likely to Sell Out

Private Chicago Highlights Driving Tour

  • Chicago
  • Superb41 reviews5

See Chicago’s most essential landmarks from the comfort of a private vehicle on this 3-hour jaunt ....

    Free Cancellation
    Private Tour
    Start From $190.00
 
 

Chicago 2-Hour Sightseeing Transfer by Luxury Stretch Limo

(5 of 41 reviews)

Choose the number of hours and we can help you make the most out of your time! Book a VIP treatment to see the city in your private car. Our knowledgeable drivers will do the hard work so that you an enjoy the view. Limo service H... More

Free Cancellation
Private Tour
Start From $650.00
 
Chicago 2-Hour Sightseeing Transfer by Luxury Stretch Limo Likely to Sell Out

Chicago 2-Hour Sightseeing Transfer by Luxury Stretch Limo

  • Chicago
  • Superb41 reviews5

Choose the number of hours and we can help you make the most out of your time! Book a VIP treatment ....

    Free Cancellation
    Private Tour
    Start From $650.00
 
 

Luxury SUV 4-Hours Sightseeing Tour in Chicago DT Hourly Service

(4 of 1 review)

Experience the best of the Chicagoland area in style and comfort with our exclusive SUV tours. Discover the city's iconic landmarks, including the breathtaking parks, the famous Cloud Gate (The Bean), world-class museums, and reno... More

Free Cancellation
Private Tour
Start From $350.00
 
Luxury SUV 4-Hours Sightseeing Tour in Chicago DT Hourly Service Likely to Sell Out

Luxury SUV 4-Hours Sightseeing Tour in Chicago DT Hourly Service

  • Chicago
  • Very Good1 review4

Experience the best of the Chicagoland area in style and comfort with our exclusive SUV tours. Disco....

    Free Cancellation
    Private Tour
    Start From $350.00
 
 

Private Haunted History of Chicago Ghost Tour

(5 of 5 reviews)

Up for more of a spooky perspective of the Windy City? Boy, does it deliver. We have curated a unique and underground ghost tour, providing you with the rare opportunity to visit many of Chicago’s notable haunted locations.  â... More

Free Cancellation
Private Tour
Start From $880.00
 
Private Haunted History of Chicago Ghost Tour Likely to Sell Out

Private Haunted History of Chicago Ghost Tour

  • Chicago
  • Superb5 reviews5

Up for more of a spooky perspective of the Windy City? Boy, does it deliver. We have curated a uniqu....

    Free Cancellation
    Private Tour
    Start From $880.00
 
 

Lake Superior,Lake Huron,Lake Michigan 4-Day Tour from Chicago

(5 of 1 review)

Four days to enjoy the beautiful scenery of the three major lakes in the Great Lakes region of the US, all of which are located in Lake Michigan in the US. Four famous lakeside cities: Milwaukee and Traverse City along Lake Michig... More

Free Cancellation
Private Tour
Start From $1,054.00
 
 Lake Superior,Lake Huron,Lake Michigan 4-Day Tour from Chicago Likely to Sell Out

Lake Superior,Lake Huron,Lake Michigan 4-Day Tour from Chicago

  • Chicago
  • Superb1 review5

Four days to enjoy the beautiful scenery of the three major lakes in the Great Lakes region of the U....

    Free Cancellation
    Private Tour
    Start From $1,054.00
 
 

Private Custom City Tour in Chicago

(4.7 of 3 reviews)

Let us put the Custom in Chicago Custom Tours. What are your must-see venues? What would personalize your excursion? We’ll plan your tour and make it happen, and also provide suggestions based on your interests.... More

Free Cancellation
Private Tour
Start From $880.00
 
Private Custom City Tour in Chicago Likely to Sell Out

Private Custom City Tour in Chicago

  • Chicago
  • Superb3 reviews4.7

Let us put the Custom in Chicago Custom Tours. What are your must-see venues? What would personalize....

    Free Cancellation
    Private Tour
    Start From $880.00
 
 

Chicago 6-Hour City Tour by Sedan

(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 $960.00
 
Chicago 6-Hour City Tour by Sedan Likely to Sell Out

Chicago 6-Hour City Tour by Sedan

  • Chicago
  • Superb2 reviews5

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

    Free Cancellation
    Private Tour
    Start From $960.00
 
 

4-Hour Chicago City Tour by SUV

(5 of 1 review)

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

Free Cancellation
Private Tour
Start From $800.00
 
4-Hour Chicago City Tour by SUV Likely to Sell Out

4-Hour Chicago City Tour by SUV

  • Chicago
  • Superb1 review5

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

    Free Cancellation
    Private Tour
    Start From $800.00
 
 

Chicago Loop Walking Tour

(4.9 of 52 reviews)

The Loop is the heartbeat of downtown Chicago! It is filled with great architecture, drop-dead gorgeous interiors and fantastic works of art from famous artists. Along the way, we'll discuss some of the people, and people groups, ... More

Free Cancellation
Private Tour
Start From $60.00
 
Chicago Loop Walking Tour Likely to Sell Out

Chicago Loop Walking Tour

  • Chicago
  • Superb52 reviews4.9

The Loop is the heartbeat of downtown Chicago! It is filled with great architecture, drop-dead gorge....

    Free Cancellation
    Private Tour
    Start From $60.00
 
 

Chicago Black History Highlights Walking Tour

(5 of 4 reviews)

Experience Chicago's rich Black History on our short and impactful tour! Explore Obama's home, visit Rainbow PUSH Coalition, and pay homage to Muhammad Ali's legacy before ending with a delicious stop at Harold's Chicken Shack. Pe... More

Free Cancellation
Private Tour
Start From $5.00
 
Chicago Black History Highlights Walking Tour Likely to Sell Out

Chicago Black History Highlights Walking Tour

  • Chicago
  • Superb4 reviews5

Experience Chicago's rich Black History on our short and impactful tour! Explore Obama's home, visit....

    Free Cancellation
    Private Tour
    Start From $5.00
 
 

Fright Hike: Chicago Halloween Bike Tour

(5 of 7 reviews)

Come get spooked on Bobby’s Fright Hike! Bobby’s Bike Hike is America’s longest running city bicycle company, and this is Chicago’s premiere Halloween ghost tour. Hop on two wheels and follow Bobby’s expert tour guides t... More

Free Cancellation
Private Tour
Start From $54.99
 
Fright Hike: Chicago Halloween Bike Tour Likely to Sell Out

Fright Hike: Chicago Halloween Bike Tour

  • Chicago
  • Superb7 reviews5

Come get spooked on Bobby’s Fright Hike! Bobby’s Bike Hike is America’s longest running city b....

    Free Cancellation
    Private Tour
    Start From $54.99
 
 

Chicago Insider Segway Tour

(4.9 of 51 reviews)

This is a tour like no other! Our newest Segway adventure is completely unique and will cover the good, the bad, the ugly and the totally weird stories of Chicago. We will travel back through the ages as you discover the city thro... More

Free Cancellation
Private Tour
Start From $79.99
 
Chicago Insider Segway Tour Likely to Sell Out

Chicago Insider Segway Tour

  • Chicago
  • Superb51 reviews4.9

This is a tour like no other! Our newest Segway adventure is completely unique and will cover the go....

    Free Cancellation
    Private Tour
    Start From $79.99
 
 

5 Day Tour On Lakes Superior Huron and Michigan

(4.9 of 51 reviews)

Five days to enjoy the beautiful scenery of the three major lakes in the Great Lakes region of the United States, all of which are located in Lake Michigan in the United States, Lake Superior, the largest freshwater lake in the wo... More

Free Cancellation
Private Tour
Start From $1,128.00
 
5 Day Tour On Lakes Superior Huron and Michigan Likely to Sell Out

5 Day Tour On Lakes Superior Huron and Michigan

  • Chicago
  • Superb51 reviews4.9

Five days to enjoy the beautiful scenery of the three major lakes in the Great Lakes region of the U....

    Free Cancellation
    Private Tour
    Start From $1,128.00
 
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