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Explore experiences in Chicago, selected for curious travellers ready to go further.

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Chicago-Style Holiday Hike: Festive Food and Walking Tour in Chicago

Hiking & MountainsChicagoUSA

Chicago-Style Holiday Hike: Festive Food and Walking Tour

There’s nothing more magical than downtown Chicago during the holidays. Bobby’s Bike Hike & Food Tours—internationally recognized for quality—presents

3 hours

4.9

81 reviews

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Chicago's Dark Side: Ghosts, Gangsters, and True Crime Tour in Chicago

Sightseeing & StadttourenChicagoUSA

Chicago's Dark Side: Ghosts, Gangsters, and True Crime Tour

Discover Chicago’s dark side on a chilling 2-hour walking tour. Strolling just under 2 miles at an easy pace, we reveal stories of gangsters, tragedie

2 hours

4.9

82 reviews

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Chicago Fire TV Show Set Tour in Chicago

Kunst & KulturChicagoUSA

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

2 hours

4.9

80 reviews

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Chicago Family Food and Bike Tour with Top Attractions in Chicago

CyclingChicagoUSA

Chicago Family Food and Bike Tour with Top Attractions

This Chicago Food & Bike 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

4 hours

4.8

101 reviews

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American Writers Museum Admission Ticket in Chicago

Tickets & SehenswürdigkeitenChicagoUSA

American Writers Museum Admission Ticket

In the heart of downtown Chicago, the American Writers Museum celebrates all genres of writing through interactive exhibits and programming. From Twai

1 hour

4.8

83 reviews

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Chicago City Tour: Elevated Architecture Tour with Train Ticket Included in Chicago

Kunst & KulturChicagoUSA

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" s

2 hours

4.8

103 reviews

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Chicago Walking Tour: Modern Architecture in Chicago

Kunst & KulturChicagoUSA

Chicago Walking Tour: Modern Architecture

Looking for iconic Mid-Century Modern architecture? What better place than Chicago with its triumvirate of modern architects (Mies van der Rohe, Bertr

1 hour 30 minutes

4.9

73 reviews

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Chicago Walking Tour: Historic Skyscrapers in Chicago

Sightseeing & StadttourenChicagoUSA

Chicago Walking Tour: Historic Skyscrapers

Chicago is home to some of the world’s earliest skyscrapers. Get an up-close look at these 19th Century marvels, learn about innovations used to build

1 hour 30 minutes

4.8

81 reviews

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Historic Homes and Cottages of Wicker Park Walking Tour in Chicago

Kunst & KulturChicagoUSA

Historic Homes and Cottages of Wicker Park Walking Tour

Much of the historical information shared on this tour is unknown to most attendees. This tour also shows everything from the gritty to the pretty, fr

1 hour 30 minutes

5.0

52 reviews

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Chicago By Night River and Lake Cruise in Chicago

Boat Tours & CruisesChicagoUSA

Chicago By Night River and Lake Cruise

Glide along the Chicago River and Lakefront as you're dazzled by the sparkle of the city at night! Enjoy breathtaking views of the dramatic skyscraper

1 hour 30 minutes

4.5

473 reviews

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Lake Michigan Skyline Cruise in Chicago in Chicago

Boat Tours & CruisesChicagoUSA

Lake Michigan Skyline Cruise in Chicago

Embark on an unforgettable journey along Lake Michigan and marvel at Chicago's iconic lakefront sights and attractions. Cruise along Lake Michigan and

30 minutes

4.4

958 reviews

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Chicago's Original Gangster Tour by Bus in Chicago

Sightseeing & StadttourenChicagoUSA

Chicago's Original Gangster Tour by Bus

Our guides present an accurate account of the activities in Chicago during the 1920's and 1930's (Prohibition Era). You will hear about the exploits o

1 hour 45 minutes

4.6

191 reviews

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Chicago Walking Tour: Connecting Past and Present in Chicago

Kunst & KulturChicagoUSA

Chicago Walking Tour: Connecting Past and Present

This lively overview of Chicago architecture explores iconic buildings from the 1890s to present. We'll compare and contrast a wide range of buildings

1 hour 45 minutes

5.0

44 reviews

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Chicago Haunts and Hooligans Tour in Chicago

Sightseeing & StadttourenChicagoUSA

Chicago Haunts and Hooligans Tour

Nightly Spirits’ Haunts and Hooligans Tour will illustrate Chicago’s haunted history of secret parlors, underground tunnels, murderous movie theaters

1 hour 30 minutes

5.0

42 reviews

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Best of Chicago: Premium Small Group City Tour in Chicago

Kunst & KulturChicagoUSA

Best of Chicago: Premium Small Group City Tour

Discover Chicago on a 2.5-hour premium small group city tour combining landmark architecture, public art, and lakefront scenery. Begin along the Magni

2 hours 30 minutes

5.0

46 reviews

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