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Top 10 Best Chicago City Tours

Found 90 City Tours activities in Chicago. Sort by Popularity. - Page 2
 

Chicago Seasonal Stroll Walking Tour of Holiday Attractions

(5 of 4 reviews)

There’s nothing more magical than Christmas in Chicago, & this 2hr guided Chicago Walking Tour takes you straight into the heart of it. Journey through the Chicago Loop, Millennium Park, & the Magnificent Mile with an internatio... More

Free Cancellation
Start From $44.99
 
Chicago Seasonal Stroll Walking Tour of Holiday Attractions

Chicago Seasonal Stroll Walking Tour of Holiday Attractions

  • Chicago
  • Superb4 reviews5

There’s nothing more magical than Christmas in Chicago, & this 2hr guided Chicago Walking Tour tak....

    Free Cancellation
    Start From $44.99
 
 

Lakefront Segway Tour in Chicago

(4.6 of 145 reviews)

Segways are amazingly fun, and Chicago's lakefront, parks, and skyline are absolutely gorgeous! Add our smart, entertaining tour guides to the mix, and you have the experience of a lifetime!... More

Free Cancellation
Start From $75.00
 
Lakefront Segway Tour in Chicago

Lakefront Segway Tour in Chicago

  • Chicago
  • Superb145 reviews4.6

Segways are amazingly fun, and Chicago's lakefront, parks, and skyline are absolutely gorgeous! Add ....

    Free Cancellation
    Start From $75.00
 
 

Downtown Chicago Walking Pizza Tour

(5 of 105 reviews)

This tour is just a short walk through great Chicago neighborhoods starting near Navy Pier and the Magnificent Mile, and then heading into the Gold Coast & River North. Compare two American pizzas vs. two Italian pizzas to underst... More

Free Cancellation
Start From $69.00
 
Downtown Chicago Walking Pizza Tour

Downtown Chicago Walking Pizza Tour

  • Chicago
  • Superb105 reviews5

This tour is just a short walk through great Chicago neighborhoods starting near Navy Pier and the M....

    Free Cancellation
    Start From $69.00
 
 

Chicago's Ultimate City Bike Tour

(4.9 of 233 reviews)

Get acquainted with Chicago’s most iconic landmarks on this riotous guided bicycle tour! Join the expert guides of Bobby’s Bike Hike, America’s longest-running city bicycle tour company, on this exciting and informative adve... More

Free Cancellation
Start From $59.00
 
Chicago's Ultimate City Bike Tour

Chicago's Ultimate City Bike Tour

  • Chicago
  • Superb233 reviews4.9

Get acquainted with Chicago’s most iconic landmarks on this riotous guided bicycle tour! Join the ....

    Free Cancellation
    Start From $59.00
 
 

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
 
 

Chicago Landmarks & Museum Campus Small Group Segway Tour

(5 of 230 reviews)

Looking for fun things to do in Chicago? Explore the city with one of our professional guides on a scenic 6-7 mile tour. Begin your adventure by gliding through the fragrant garden paths of Grant Park, where you'll admire the icon... More

Free Cancellation
Start From $65.00
 
Chicago Landmarks & Museum Campus Small Group Segway Tour Likely to Sell Out

Chicago Landmarks & Museum Campus Small Group Segway Tour

  • Chicago
  • Superb230 reviews5

Looking for fun things to do in Chicago? Explore the city with one of our professional guides on a s....

    Free Cancellation
    Start From $65.00
 
 

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 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 City Tours See It All No Time Wasted

(3.7 of 16 reviews)

Skip the corny jokes and never-ending speeches — our shared tours are built for travelers who want the real Chicago, not a stand-up routine. ✔️ Over 20 iconic stops ✔️ Zero wasted time ✔️ Only the best views, landma... More

Free Cancellation
Start From $150.00
 
Chicago City Tours See It All No Time Wasted Likely to Sell Out

Chicago City Tours See It All No Time Wasted

  • Chicago
  • Very Good16 reviews3.7

Skip the corny jokes and never-ending speeches — our shared tours are built for travelers who want....

    Free Cancellation
    Start From $150.00
 
 

Bike Tour of Chicago's Lakefront Neighborhoods

(4.9 of 241 reviews)

This is the tour that made Bobby famous! Bobby’s Bike Hike is America’s longest-running city bicycle tour company, and has been repeatedly recognized for excellence by National Geographic, USA Today, The Associated Press, Cond... More

Free Cancellation
Start From $59.00
 
Bike Tour of Chicago's Lakefront Neighborhoods Likely to Sell Out

Bike Tour of Chicago's Lakefront Neighborhoods

  • Chicago
  • Superb241 reviews4.9

This is the tour that made Bobby famous! Bobby’s Bike Hike is America’s longest-running city bic....

    Free Cancellation
    Start From $59.00
 
 

Chicago River Architecture Tour and Big Bus Hop-on Hop-off Tour

(4.1 of 38 reviews)

Save 20% when you bundle these two iconic Chicago experiences! Discover Chicago by road and river with a 48-hour Hop-on Hop-off Ticket and Shoreline Architecture Cruise combo! This ticket includes a 48-hour pass for our hop-on, ... More

Free Cancellation
Start From $99.00
 
Chicago River Architecture Tour and Big Bus Hop-on Hop-off Tour Likely to Sell Out

Chicago River Architecture Tour and Big Bus Hop-on Hop-off Tour

  • Chicago
  • Exellent38 reviews4.1

Save 20% when you bundle these two iconic Chicago experiences! Discover Chicago by road and river ....

    Free Cancellation
    Start From $99.00
 
 

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
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
    Start From $35.00
 
 

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
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
    Start From $89.00
 
 

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
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
    Start From $35.00
 
 

Chicago Family Food and Bike Tour with Top Attractions

(4.8 of 98 reviews)

This tour is perfect for the entire family, put on by Bobby’s Bike Hike, whose food tours in just the past year have ranked as Top 10 in America by USA Today and Top 20 in the world by Tripadvisor. Biking is easy in Chicago beca... More

Free Cancellation
Start From $79.00
 
Chicago Family Food and Bike Tour with Top Attractions Likely to Sell Out

Chicago Family Food and Bike Tour with Top Attractions

  • Chicago
  • Superb98 reviews4.8

This tour is perfect for the entire family, put on by Bobby’s Bike Hike, whose food tours in just ....

    Free Cancellation
    Start From $79.00
 
 

Chicago Loop Walking Tour

(4.9 of 54 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
Start From $60.00
 
Chicago Loop Walking Tour Likely to Sell Out

Chicago Loop Walking Tour

  • Chicago
  • Superb54 reviews4.9

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

    Free Cancellation
    Start From $60.00
 
 

Delicious Donuts & Sweet Treats: West Loop Walking Tour

(4.9 of 46 reviews)

We begin at a local shop synonymous for their quality donuts––Do-Rite Donuts. From there we’ll walk the Randolph corridor, learning about the history of Chicago’s West Loop, a historic neighborhood which has gone through a... More

Free Cancellation
Start From $70.00
 
Delicious Donuts & Sweet Treats: West Loop Walking Tour Likely to Sell Out

Delicious Donuts & Sweet Treats: West Loop Walking Tour

  • Chicago
  • Superb46 reviews4.9

We begin at a local shop synonymous for their quality donuts––Do-Rite Donuts. From there we’ll....

    Free Cancellation
    Start From $70.00
 
 

Chicago Craft Brewery Barrel Bus Tour

(4.9 of 331 reviews)

There’s never been a better time to be a beer drinker — and Chicago, with its thriving brewery scene and many destination-worthy beer bars, is the perfect city for suds lovers. Visit three of its craft breweries on this all-in... More

Free Cancellation
Start From $99.60
 
Chicago Craft Brewery Barrel Bus Tour Likely to Sell Out

Chicago Craft Brewery Barrel Bus Tour

  • Chicago
  • Superb331 reviews4.9

There’s never been a better time to be a beer drinker — and Chicago, with its thriving brewery s....

    Free Cancellation
    Start From $99.60
 
 

Chicago Helicopter 10-Minute Tour for up to Three Passengers

(4.3 of 31 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
Start From $375.00
 
Chicago Helicopter 10-Minute Tour for up to Three Passengers Likely to Sell Out

Chicago Helicopter 10-Minute Tour for up to Three Passengers

  • Chicago
  • Exellent31 reviews4.3

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

    Free Cancellation
    Start From $375.00
 
 

Private 45-Minute Chicago Skyline Helicopter Tour

(4.8 of 126 reviews)

This tour is unique as it offers the ability for you and two of your friends or family (a total of 3 passengers) to experience what it is like to fly over the city of Chicago on a 45 minute thrill seeking guided tour. The price is... More

Free Cancellation
Private Tour
Start From $849.00
 
Private 45-Minute Chicago Skyline Helicopter Tour Likely to Sell Out

Private 45-Minute Chicago Skyline Helicopter Tour

  • Chicago
  • Superb126 reviews4.8

This tour is unique as it offers the ability for you and two of your friends or family (a total of 3....

    Free Cancellation
    Private Tour
    Start From $849.00
 
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