City Tours in Illinois
Top 10 Best Illinois City Tours
Found 100 City Tours activities in Illinois. Sort by Popularity. - Page 2Bite into Chicago: Discover the City’s Most Iconic Food
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
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Bite into Chicago: Discover the City’s Most Iconic Food
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Illinois
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Superb73 reviews4.7
Experience the best travel stories for yourself! Join a local expert and uncover hidden gems. Join u....
Free Cancellation
(Saving 6% )
Chicago's Ultimate City Bike Tour
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

Chicago's Ultimate City Bike Tour
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Illinois
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Superb173 reviews4.9
Get acquainted with Chicago’s most iconic landmarks on this riotous guided bicycle tour! Join the ....
Private 45-Minute Chicago Skyline Helicopter Tour
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
Private Tour

Private 45-Minute Chicago Skyline Helicopter Tour
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Illinois
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Superb122 reviews4.8
This tour is unique as it offers the ability for you and two of your friends or family (a total of 3....
Private Tour
Chicago Landmarks & Museum Campus Small Group Segway Tour
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
Private Tour

Chicago Landmarks & Museum Campus Small Group Segway Tour
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Illinois
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Superb217 reviews5
Looking for fun things to do in Chicago? Explore the city with one of our professional guides on a s....
Private Tour
Chicago Helicopter 25-Mile Tour for up to Three Passengers
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
Private Tour

Chicago Helicopter 25-Mile Tour for up to Three Passengers
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Illinois
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Exellent8 reviews4.5
A helicopter tour of downtown Chicago is a unique and thrilling way to experience the Windy City. Fr....
Private Tour
Bike Tour of Chicago's Lakefront Neighborhoods
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
Private Tour

Bike Tour of Chicago's Lakefront Neighborhoods
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Illinois
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Superb219 reviews4.9
This is the tour that made Bobby famous! Bobby’s Bike Hike is America’s longest-running city bic....
Private Tour
2-Hour Chicago Lakefront & Museum Campus Segway Tour
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
Private Tour

2-Hour Chicago Lakefront & Museum Campus Segway Tour
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Illinois
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Superb283 reviews5
Looking for fun things to do in Chicago? Look no further! Join one of our professional guides on a s....
Private Tour
Downtown Chicago Walking Pizza Tour
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
Private Tour

Downtown Chicago Walking Pizza Tour
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Illinois
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Superb88 reviews5
This tour is just a short walk through great Chicago neighborhoods starting near Navy Pier and the M....
Private Tour
Best of Chicago Small-Group Tour with Architecture River Cruise
Immerse yourself in Chicago’s distinct skyline with bold skyscrapers and incredible views of Lake Michigan .Enjoy the efficiency of having your own local expert and personal guide to share unique and fascinating stories about th... More
Private Tour

Best of Chicago Small-Group Tour with Architecture River Cruise
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Illinois
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Superb161 reviews4.6
Immerse yourself in Chicago’s distinct skyline with bold skyscrapers and incredible views of Lake ....
Private Tour

Walkin' with Colin: Chicago History-Mystery-Comedy-Tragedy Tour
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
Private Tour
(Saving 25% )

Walkin' with Colin: Chicago History-Mystery-Comedy-Tragedy Tour
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Illinois
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Superb103 reviews5
Embark on a profound, downtown walk-around, to discover incredible stories and secrets of the city o....
Free Cancellation
Private Tour
(Saving 25% )
Chicago's West Side Foodie Ride Bike Tour
Take a detour off the beaten path, and explore the flavors of Chicago’s vibrant West Side with Bobbys's Bike Hike, America's longest running city bike tour company, who recently ranked as Top 20 Food Tours in the World by TripAd... More
Private Tour

Chicago's West Side Foodie Ride Bike Tour
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Illinois
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Superb104 reviews5
Take a detour off the beaten path, and explore the flavors of Chicago’s vibrant West Side with Bob....
Private Tour
Private Chicago Fire TV Show Set Tour
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 - Visit the... More
Private Tour

Private Chicago Fire TV Show Set Tour
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Illinois
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Superb27 reviews5
Get an exclusive behind-the-scenes look at the hit NBC drama Chicago Fire TV Show Set Tour. Visit th....
Private Tour
Chicago City Tour: Elevated Architecture Tour with Train Ticket Included
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
Private Tour

Chicago City Tour: Elevated Architecture Tour with Train Ticket I....
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Illinois
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Superb60 reviews4.8
Explore Chicago’s amazing architecture from the unique perspective of elevated trains and station ....
Private Tour
Small-Group Sightseeing Boat Tour in Chicago
The ultimate custom sightseeing experience in Chicago! Enjoy the City from great vantage points and photograph the world-famous skyline. We zip you to many sights around the local waterways including the Navy Pier, Soldier Field, ... More
Private Tour

Small-Group Sightseeing Boat Tour in Chicago
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Illinois
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Superb72 reviews5
The ultimate custom sightseeing experience in Chicago! Enjoy the City from great vantage points and ....
Private Tour
Tall Ship Sailing Tour in Chicago with Fireworks Display
Enjoy the most Unforgettable Fireworks Cruise in Chicago! A SPECIAL EVENT SAIL! Treat yourself to Navy Pier’s spectacular fireworks display from the best seat in town! Grab a cool drink from our bar, relax, and enjoy a leisurely... More
Private Tour

Tall Ship Sailing Tour in Chicago with Fireworks Display
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Illinois
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Superb72 reviews5
Enjoy the most Unforgettable Fireworks Cruise in Chicago! A SPECIAL EVENT SAIL! Treat yourself to Na....
Private Tour
Chicago 2-Hour Sightseeing Transfer by Luxury Stretch Limo
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
Private Tour

Chicago 2-Hour Sightseeing Transfer by Luxury Stretch Limo
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Illinois
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Superb72 reviews5
Choose the number of hours and we can help you make the most out of your time! Book a VIP treatment ....
Private Tour
Chicago Walking Tour: Must-See Chicago
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
Private Tour

Chicago Walking Tour: Must-See Chicago
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Illinois
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Superb89 reviews4.9
Must-See Chicago is a fast-paced, 90-minute introductory tour to Chicago featuring some of its most ....
Private Tour
Private Wicker Park and Bucktown Walking Tour
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
Private Tour

Private Wicker Park and Bucktown Walking Tour
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Illinois
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Superb89 reviews4.9
This is your chance to tour the coolest of Chicago's 77 neighborhoods alongside a funny, knowledgeab....
Private Tour
Chicago Family Food and Bike Tour with Top Attractions
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
Private Tour

Chicago Family Food and Bike Tour with Top Attractions
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Illinois
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Superb86 reviews4.8
This tour is perfect for the entire family, put on by Bobby’s Bike Hike, whose food tours in just ....
Private Tour
Devil in the White City Chicago Bus Tour
History buffs and true crime lovers, rejoice! This bus tour delves into the compelling true story told in Erik Larson’s best-selling novel, “Devil in the White City.” The story traverses two simultaneous events in Chicago’... More
Private Tour

Devil in the White City Chicago Bus Tour
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Illinois
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Superb86 reviews4.8
History buffs and true crime lovers, rejoice! This bus tour delves into the compelling true story to....
Private Tour