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Chicago for thrill seekers

Crank up the adrenaline in Chicago. Dive into the most thrilling activities the city has to offer with our pick of the best adventurous experiences.
Tandem skydiving over clouds, adventure seekers in freefall.

Top experiences in Chicago

View from the Skydeck at Willis Tower, Chicago, overlooking the cityscape.
Skydeck Chicago Tickets
Observation Decks
from
$42.33
Skydeck Chicago Tickets. Rated 4.8 out of 5 from 132 ratings.From $42.33
Riders upside down on Maxx Force roller coaster at Six Flags Great America.
Six Flags Great America One Day Tickets
Theme Parks
from
$46.80
Six Flags Great America One Day Tickets. Rated 4.9 out of 5 from 10 ratings.From $46.80
Free cancellation
Sea Dog Cruise boat on Lake Michigan with Chicago skyline in the background.
Chicago Sea Dog Architecture Cruise
Sightseeing Cruises
from
$47.60
Chicago Sea Dog Architecture Cruise. Rated 5 out of 5 from 2 ratings.From $47.60
Free cancellation
Sea Dog boat cruising on Lake Michigan with Chicago skyline and Ferris wheel at dusk.
Chicago Sea Dog Fireworks Cruise on Lake Michigan
Sightseeing Cruises
from
$54.76
Chicago Sea Dog Fireworks Cruise on Lake Michigan. Rated 5 out of 5 from 3 ratings.From $54.76
Free cancellation
Family enjoying view from Chicago 360 Observation Deck with city skyline.
360 Chicago Sip & View
Observation Decks
from
$44
360 Chicago Sip & View. Rated 4.3 out of 5 from 19 ratings.From $44
Crowd on Chicago Haunted River "Creepy Cruise" by First Lady under moonlit skyline.
Chicago Haunted River "Creepy Cruise" by First Lady
Sightseeing Cruises
from
$46
Chicago Haunted River "Creepy Cruise" by First Lady. Rated 4.5 out of 5 from 2 ratings.From $46