Top experiences in Chicago

57 experiences

Cirque du Soleil 'Twas The Night Before poster with excited child and festive elements.

Cirque du Soleil 'Twas the Night Before: Chicago

Circus

Unavailable

Cirque du Soleil 'Twas the Night Before: Chicago. Rated 0 out of 5 from 0 ratings.

Field Museum interior with dinosaur skeleton and elephant exhibit, Chicago.

Field Museum of Natural History

Museums

Unavailable

Field Museum of Natural History. Rated 0 out of 5 from 0 ratings.

Silhouettes of jazz musicians playing saxophone, trombone, and trumpet against a city skyline.

Jazz & Blues Tour

Private Tours

Unavailable

Jazz & Blues Tour. Rated 0 out of 5 from 0 ratings.

Sky Deck Chicago

Unavailable

Sky Deck Chicago. Rated 0 out of 5 from 0 ratings.

Visitors viewing marine life at Shedd Aquarium's Ocean Reef exhibit in Chicago.

Shedd Aquarium Super Saver Pass

Zoos

Unavailable

Shedd Aquarium Super Saver Pass. Rated 0 out of 5 from 0 ratings.

Cloud Gate sculpture in Chicago's Millennium Park with city skyline.

Private Classic City Tour

City Tours

Unavailable

Private Classic City Tour. Rated 0 out of 5 from 0 ratings.

Frank Lloyd Wright's Darwin D. Martin House in Buffalo, New York.

Frank Lloyd Wright Tour

City Tours

Unavailable

Frank Lloyd Wright Tour. Rated 0 out of 5 from 0 ratings.

Willis Tower against clear blue sky in Chicago.

Mini Chicago Tour

City Tours

Unavailable

Mini Chicago Tour. Rated 0 out of 5 from 0 ratings.

Chicago skyline view from 360 Chicago observation deck at sunset.

360 Chicago Observation Deck Tickets

Unavailable

360 Chicago Observation Deck Tickets. Rated 0 out of 5 from 0 ratings.

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Top experiences in Chicago

Browse by themes

How Headout makes choosing experiences effortless

We curate the best ways to experience

We partner with the best

All the best options, in one place

Book with complete peace of mind

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