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Top 10 Best Chicago City Tours

Found 90 City Tours activities in Chicago. Sort by Popularity.
 

Chicago River 90-Minute Architecture Tour

(4.7 of 9,543 reviews)

Be inspired by the captivating, visual art that is Chicago’s legendary architecture, and the exceptional architects who created this ever-changing, dynamic legacy for all to enjoy and admire. This comprehensive 90 minute tour wi... More

Free Cancellation
Start From $45.00
 
Chicago River 90-Minute Architecture Tour Likely to Sell Out

Chicago River 90-Minute Architecture Tour

  • Chicago
  • Superb9,543 reviews4.7

Be inspired by the captivating, visual art that is Chicago’s legendary architecture, and the excep....

    Free Cancellation
    Start From $45.00
 
 

Chicago Architecture River Cruise

(4.8 of 15,730 reviews)

Experience the stunning beauty of Chicago on a captivating cruise along the historic Chicago River. This architectural tour takes you down the main branch of the river, up the north branch to the East Bank Club, and then south pas... More

Free Cancellation
Start From $44.43
 
Chicago Architecture River Cruise Likely to Sell Out

Chicago Architecture River Cruise

  • Chicago
  • Superb15,730 reviews4.8

Experience the stunning beauty of Chicago on a captivating cruise along the historic Chicago River. ....

    Free Cancellation
    Start From $44.43
 
 

Chicago River 45-Minute Architecture Tour from Magnificent Mile

(4.7 of 2,837 reviews)

Experience Chicago's legendary architecture and the exceptional architects who created this ever-changing legacy for all to admire. This family-friendly introduction to the Windy City's rich history and architectural heritage feat... More

Free Cancellation
Start From $28.00
 
Chicago River 45-Minute Architecture Tour from Magnificent Mile Likely to Sell Out

Chicago River 45-Minute Architecture Tour from Magnificent Mile

  • Chicago
  • Superb2,837 reviews4.7

Experience Chicago's legendary architecture and the exceptional architects who created this ever-cha....

    Free Cancellation
    Start From $28.00
 
 

Chicago Favorites Ultimate Food and Walking Tour

(4.8 of 1,932 reviews)

The perfect Food Tour of Chicago for first timers or anyone eager to explore Chicago's famous foods & top attractions—all in one tour. Stroll the beautiful streets of downtown & taste the Windy City’s favorite eats on this ico... More

Free Cancellation
Start From $84.99
 
Chicago Favorites Ultimate Food and Walking Tour Likely to Sell Out

Chicago Favorites Ultimate Food and Walking Tour

  • Chicago
  • Superb1,932 reviews4.8

The perfect Food Tour of Chicago for first timers or anyone eager to explore Chicago's famous foods ....

    Free Cancellation
    Start From $84.99
 
 

Chicago City Minibus Tour

(4.9 of 484 reviews)

Enjoy Chicago’s famous sights and fabulous skyline views on this award-winning small-group sightseeing tour of the city. Travel through Chicago with an expert guide on a comfortable minibus, stopping at iconic locations like ear... More

Free Cancellation
Start From $47.95
 
Chicago City Minibus Tour Likely to Sell Out

Chicago City Minibus Tour

  • Chicago
  • Superb484 reviews4.9

Enjoy Chicago’s famous sights and fabulous skyline views on this award-winning small-group sightse....

    Free Cancellation
    Start From $47.95
 
 

Chicago's Chinatown Food and Walking Tour

(4.9 of 585 reviews)

Chicago's Chinatown: Few neighborhoods in America combine such delicious cuisine with fascinating history. Join Bobby’s Bike Hike & Food Tours, whose food tours have ranked Top 10 in America by USA Today & Top 20 in the world by... More

Free Cancellation
Start From $79.99
 
Chicago's Chinatown Food and Walking Tour Likely to Sell Out

Chicago's Chinatown Food and Walking Tour

  • Chicago
  • Superb585 reviews4.9

Chicago's Chinatown: Few neighborhoods in America combine such delicious cuisine with fascinating hi....

    Free Cancellation
    Start From $79.99
 
 

Chicago Lake and River Architecture Tour

(4.7 of 2,308 reviews)

An authentic Chicago tradition since 1935, this is the tour that started it all. This unique excursion tells the story of more than 200 years of fascinating social, cultural and political history, and explores more than a century ... More

Free Cancellation
Start From $45.00
 
Chicago Lake and River Architecture Tour Likely to Sell Out

Chicago Lake and River Architecture Tour

  • Chicago
  • Superb2,308 reviews4.7

An authentic Chicago tradition since 1935, this is the tour that started it all. This unique excursi....

    Free Cancellation
    Start From $45.00
 
 

Original Chicago Architecture Interiors Tour: Dazzling Interiors

(5 of 1,437 reviews)

UPDATE 2024: Don't be fooled by the copycats out there offering shady copies of our award-winning tours for $1 cheaper! There's only one company that's exclusively offered interiors-themed tours in Chicago for more than a decade, ... More

Free Cancellation
Start From $35.00
 
Original Chicago Architecture Interiors Tour: Dazzling Interiors Likely to Sell Out

Original Chicago Architecture Interiors Tour: Dazzling Interiors

  • Chicago
  • Superb1,437 reviews5

UPDATE 2024: Don't be fooled by the copycats out there offering shady copies of our award-winning to....

    Free Cancellation
    Start From $35.00
 
 

Chicago-Style Holiday Hike: Festive Food and Walking Tour

(4.9 of 70 reviews)

There’s nothing more magical than downtown Chicago during the holiday season. Bobby’s Bike Hike & Food Tours, internationally recognized for food tour quality, presents our Holiday Hike, a 3hr guided Walking & Chicago Food Tou... More

Free Cancellation
Start From $84.99
 
Chicago-Style Holiday Hike: Festive Food and Walking Tour Likely to Sell Out

Chicago-Style Holiday Hike: Festive Food and Walking Tour

  • Chicago
  • Superb70 reviews4.9

There’s nothing more magical than downtown Chicago during the holiday season. Bobby’s Bike Hike ....

    Free Cancellation
    Start From $84.99
 
 

Chicago River 90-Minute Architecture Boat Tour

(4.8 of 1,636 reviews)

Marvel at the magnificent architecture on the Chicago River with expert tour guides! All ages welcome. Each architecture river tour is narrated by a professional guide which leads passengers down the Chicago River to discover the... More

Free Cancellation
Start From $37.00
 
Chicago River 90-Minute Architecture Boat Tour Likely to Sell Out

Chicago River 90-Minute Architecture Boat Tour

  • Chicago
  • Superb1,636 reviews4.8

Marvel at the magnificent architecture on the Chicago River with expert tour guides! All ages welcom....

    Free Cancellation
    Start From $37.00
 
 

Lake Michigan Sunset Cruise in Chicago

(4.5 of 1,521 reviews)

The Lake Michigan Sunset Cruise departs near the DuSable (Michigan Avenue) Bridge on Wendella's world class tour boats. The Cruise will navigate from the Chicago River, through the Chicago Lock and out onto Lake Michigan. Watch th... More

Free Cancellation
Start From $45.00
 
Lake Michigan Sunset Cruise in Chicago Likely to Sell Out

Lake Michigan Sunset Cruise in Chicago

  • Chicago
  • Exellent1,521 reviews4.5

The Lake Michigan Sunset Cruise departs near the DuSable (Michigan Avenue) Bridge on Wendella's worl....

    Free Cancellation
    Start From $45.00
 
 

Chicago City Tour with Architecture River Cruise Option

(4.8 of 697 reviews)

Enjoy Chicago’s famous sights and fabulous views on this award-winning small-group sightseeing tour of the city. On this tour, you will travel through Chicago with an expert guide in a comfortable minibus, enjoy world renowned ... More

Free Cancellation
Start From $48.95
 
Chicago City Tour with Architecture River Cruise Option Likely to Sell Out

Chicago City Tour with Architecture River Cruise Option

  • Chicago
  • Superb697 reviews4.8

Enjoy Chicago’s famous sights and fabulous views on this award-winning small-group sightseeing tou....

    Free Cancellation
    Start From $48.95
 
 

Chicago Pizza Tour

(4.9 of 445 reviews)

Enjoy Chicago’s only bus guided neighborhood pizza tour.  Eat like a local as you travel off the beaten path into Chicago neighborhoods to savor the best pizza.  Your local guide will teach you the science behind ingredient se... More

Free Cancellation
Start From $89.00
 
Chicago Pizza Tour Likely to Sell Out

Chicago Pizza Tour

  • Chicago
  • Superb445 reviews4.9

Enjoy Chicago’s only bus guided neighborhood pizza tour.  Eat like a local as you travel off the ....

    Free Cancellation
    Start From $89.00
 
 

2-Hour Guided Segway Tour of Chicago

(4.7 of 493 reviews)

2 hours of being a kid again!!! Take a Segway tour with us and discover how beautiful Chicago truly is. Ride through some of Chicago's most popular destinations with an experienced guide. We will glide through scenic and historic ... More

Free Cancellation
Start From $65.00
 
2-Hour Guided Segway Tour of Chicago Likely to Sell Out

2-Hour Guided Segway Tour of Chicago

  • Chicago
  • Superb493 reviews4.7

2 hours of being a kid again!!! Take a Segway tour with us and discover how beautiful Chicago truly ....

    Free Cancellation
    Start From $65.00
 
 

Chicago Architecture Tour: Underground Pedway and the Loop

(4.9 of 354 reviews)

This tour explores some of the best hidden details, secret buildings and spaces, and untold stories that add wonderful bits of color and texture to the overall narrative of Chicago. On this tour, we will explore the famous and mys... More

Free Cancellation
Start From $35.00
 
Chicago Architecture Tour: Underground Pedway and the Loop Likely to Sell Out

Chicago Architecture Tour: Underground Pedway and the Loop

  • Chicago
  • Superb354 reviews4.9

This tour explores some of the best hidden details, secret buildings and spaces, and untold stories ....

    Free Cancellation
    Start From $35.00
 
 

Chicago City Tours

(4.8 of 16 reviews)

Ready to explore Chicago like never before? Whether you have just a couple of hours or a full day, my personalized city tours offer a unique and unforgettable experience, customizable from 2 to 8 hours. From the iconic skyline to ... More

Free Cancellation
Private Tour
Start From $199.00
 
Chicago City Tours Likely to Sell Out

Chicago City Tours

  • Chicago
  • Superb16 reviews4.8

Ready to explore Chicago like never before? Whether you have just a couple of hours or a full day, m....

    Free Cancellation
    Private Tour
    Start From $199.00
 
 

Chicago Premium Driving Tour with River Boat Cruise

(4.6 of 165 reviews)

Explore the best of Chicago on an intimate small-group tour with a maximum of 6 guests. Take in the city’s world-famous skyline, bold skyscrapers, and stunning Lake Michigan views while enjoying the expertise of your friendly Tr... More

Free Cancellation
Private Tour
Start From $150.00
 
Chicago Premium Driving Tour with River Boat Cruise Likely to Sell Out

Chicago Premium Driving Tour with River Boat Cruise

  • Chicago
  • Superb165 reviews4.6

Explore the best of Chicago on an intimate small-group tour with a maximum of 6 guests. Take in the ....

    Free Cancellation
    Private Tour
    Start From $150.00
 
 

Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour

(4.9 of 729 reviews)

Taste all of Chicago’s classic eats on this 4 1/2 hour guided bicycle tour! Join the expert tour guides of Bobby’s Bike Hike, America’s longest-running city bike tour company, on this exciting and informative adventure which... More

Free Cancellation
Private Tour
Start From $89.00
 
Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour Likely to Sell Out

Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour

  • Chicago
  • Superb729 reviews4.9

Taste all of Chicago’s classic eats on this 4 1/2 hour guided bicycle tour! Join the expert tour g....

    Free Cancellation
    Private Tour
    Start From $89.00
 
 

Private Chicago Foodie Tour

(5 of 6 reviews)

Taste your way through Chicago on this private half-day walking food tour! Savor local favorites like Portillo’s hot dogs, Al’s Italian Beef, deep dish pizza, Garrett’s Popcorn, and Do-Rite Donuts while exploring top city la... More

Free Cancellation
Private Tour
Start From $288.00
 
Private Chicago Foodie Tour Likely to Sell Out

Private Chicago Foodie Tour

  • Chicago
  • Superb6 reviews5

Taste your way through Chicago on this private half-day walking food tour! Savor local favorites lik....

    Free Cancellation
    Private Tour
    Start From $288.00
 
 

2-Hour Chicago Lakefront & Museum Campus Segway Tour

(5 of 345 reviews)

Looking for fun things to do in Chicago? Look no further! Join one of our professional guides on a scenic 6-8 mile Chicago Segway tour. Glide effortlessly through the fragrant garden paths of Grant Park to marvel at the iconic Buc... More

Free Cancellation
Private Tour
Start From $64.00
 
2-Hour Chicago Lakefront & Museum Campus Segway Tour Likely to Sell Out

2-Hour Chicago Lakefront & Museum Campus Segway Tour

  • Chicago
  • Superb345 reviews5

Looking for fun things to do in Chicago? Look no further! Join one of our professional guides on a s....

    Free Cancellation
    Private Tour
    Start From $64.00
 
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