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Chicago Tours and Activities

Chicago, the hub of the Midwest, will amaze you with its dazzling sights as you explore the city on our Chicago tours. The Windy City is known as the birthplace of the skyscraper; it’s home to more than 1,200 high-rise buildings, and its skyline hosts some of the tallest buildings in the U.S. including Willis Tower. You won’t run out of fun things to do in Chicago, the country’s third-largest city. Go on an architecture cruise to learn more about the stunning skyline, hop aboard a film tour to see sets from “The Dark Knight” and other great films, or drink your way through some of Chi-Town’s most historic pubs. Here’s a full list of our Chicago city tours.

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Photo of Chicago | Signature Chicago Tour
Signature Chicago Tour

With 14 stops across the city, this sightseeing tour lets you explore Chicago at your own pace.

Tour Duration: 2 Hours

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Photo of Chicago | Chicago Skyline Cruise
Chicago Skyline Cruise

Cruise Lake Michigan to view downtown Chicago's most popular attractions on this guided tour.

Tour Duration: 40 Minutes

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Photo of Chicago | Chicago History Tour
Chicago History Tour

Stroll through Chicago’s famous Pedway as your guide recounts the city’s storied past.

Tour Duration: 2 Hours 30 Minutes

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Photo of Chicago | West Chicago Tour
West Chicago Tour

Take a trip to Chicago’s west neighborhoods for a look at the diversity of cultures that make up the Windy City.

Tour Duration: 2 Hours

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Photo of Chicago | Chicago Architecture River Cruise
Chicago Architecture River Cruise

Enjoy a scenic tour down the Chicago River to view the beautiful skyscrapers and other stunning structures that form the Windy City's iconic skyline.

Tour Duration: 1 Hour 15 Minutes

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Photo of Chicago | Chicago Film Tour
Chicago Film Tour
Price: $37.00

Take a bus tour through the city to see iconic sets from more than 80 movies, including “The Dark Knight” and “Road to Perdition.”

Tour Duration: 2 Hours

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Photo of Chicago | Architecture of Chicago Tour
Loop Interior Architectural Tour

Take a tour through the heart of Downtown Chicago and see the city’s amazing architecture up close.

Tour Duration: 2 Hours

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Photo of Chicago | Chicago Night and Lights Tour
Chicago Night and Lights Tour

Bask in beautiful lights on this Chicago night tour that features four stops full of fun and excitement.

Tour Duration: 2 Hours

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Photo of Chicago | North Chicago Tour
North Chicago Tour

Travel through some of Chicago’s northern neighborhoods to check out landmarks like Wrigley Field, Lincoln Park Zoo, and more.

Tour Duration: 2 Hours

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Photo of Chicago | Kayaking Architecture Tour
Kayaking Architecture Tour
Price: $65.00

Ride a kayak down the Chicago River and see the city’s world-famous architecture from a new perspective.

Tour Duration: 3 Hours

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Photo of Chicago | Kayaking Sunset Tour
Kayaking Sunset Tour
Price: $65.00

Go kayaking at sunset to see Chicago’s beautiful architecture in a different light.

Tour Duration: 3 Hours

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Photo of Chicago | Chicago Skyline Kayaking Tour
Chicago Skyline Kayaking Tour
Price: $65.00

Chicago’s beautiful skyline awaits you on this scenic kayak tour around Lake Michigan.

Tour Duration: 3 Hours

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Photo of Chicago | Tommy Gun's Garage Dinner Show
Tommy Gun's Garage Dinner Show
Price: $62.00

Travel back to the 1920s with this interactive dinner show that showcases life during Prohibition.

Tour Duration: 3 Hours 15 Minutes

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Photo of Chicago | Chinatown Chicago Tour
Chinatown Chicago Tour

Take a walk through Chicago’s famous Chinatown neighborhood to check out all the cultural hotspots, like the Nine Dragon Wall and Ping Tom Memorial Park.

Tour Duration: 2 Hours 30 Minutes

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Photo of Chicago | Graceland Cemetary Tour
Graceland Cemetary Tour

Take a stroll through one of Chicago’s most beautiful neighborhoods on this exciting city walking tour.

Tour Duration: 2 Hours

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Photo of Chicago | Mansion of Kenwood Tour
Mansion of Kenwood Tour

See some of the largest homes in Chicago on this mansion tour of Kenwood, a famous neighborhood whose residents have included President Barack Obama and boxer Muhammad Ali.

Tour Duration: 2 Hours 30 Minutes

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Photo of Chicago | Old Town Chicago Tour
Old Town Chicago Tour

Experience one of Chicago’s most diverse neighborhoods on this walking tour of Old Town.

Tour Duration: 2 Hours 30 Minutes

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Photo of Chicago | Chicago Pilsen Tour
Chicago Pilsen Tour

See the incredible street art and murals of Pilsen, one of the largest Mexican neighborhoods in all of Chicago.

Tour Duration: 2 Hours 30 Minutes

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Photo of Chicago | Chicago Historic District Tour
Chicago Historic District Tour

Stroll through the Prairie Avenue Historic District for a glimpse at famous Chicago homes and landmarks.

Tour Duration: 2 Hours 30 Minutes

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Photo of Chicago | Neighborhoods of Chicago Bike Tour
Neighborhoods of Chicago Bike Tour

Enjoy a peaceful ride through some of Chicago’s lesser-known areas on this fun bike tour away from the tourist district.

Tour Duration: 3 Hours 30 Minutes

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