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The Best City tours in Chicago | Updated April 2026

Chicago

Discover Chicago’s legendary skyline on a 75-minute architecture river cruise with live narration and views of 40+ iconic landmarks.

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Savor iconic Chicago-style hotdogs while exploring the city's rich food history. Experience hidden gems and famous eats all while discovering downtown landmarks and enjoying a unique culinary adventure.

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Experience the joy of gliding along Chicago's scenic lakefront discovering iconic landmarks like Buckingham Fountain and the Museum Campus while creating lasting memories with friends and family.

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Soar above the Magnificent Mile at 360 Chicago and enjoy stunning 360° skyline and lake views from the 94th floor of the John Hancock Center.

Soaring high above Chicago's skyline the 360 CHICAGO Observation Deck reveals stunning views of Lake Michigan and the city allowing for unforgettable photo opportunities and a serene escape from the bustling streets below.

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Savor a premier three-course dinner on a Chicago River cruise featuring architectural views, live DJ music, and elegant service.

Get 10% off on the app with promo code APP10

The Best City tours in
Chicago

Chicago: Architecture River Cruise from Navy Pier

Chicago C3® CityPASS®: 3 Attractions of your choice

Chicago, Cloud Gate, Grant Park Full-Day City Tour

Chicago Favorites Ultimate Food and Walking Tour

Flyover Experience in Chicago

2-Hour Chicago Lakefront & Museum Campus Segway Tour

Walkin' with Colin: Chicago History-Mystery-Comedy-Tragedy Tour

Chicago Crime & Mob Bus Tour: Criminals, Mobsters and Gangsters

Chicago's West Side Foodie Ride Bike Tour

Private 45-Minute Chicago Skyline Helicopter Tour

360 Chicago Observation Deck Tickets

Tiffany in Chicago: Guided Tour

Lake Michigan: Premier Brunch or Lunch Cruise

Private Frida and Friends Tour in Pilsen

Architecture of the Magnificent Mile

The Field Museum of Natural History: Guided Tour + Early Access + Exhibition

Chicago: Original Gangster Tour

Hidden In Plain Sight: Chicago Prohibition Tour

Fulton Market: Street Art Tour

Premier Dinner Cruise on the Chicago River