Sport & Adventure in Chicago

Get your adrenaline pumping with thrilling sports and adventure activities in Chicago. Whether you're into hiking, rock climbing, or extreme sports, we've got you covered.

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Schaumburg Regional Airport
Private 45-Minute Chicago Skyline Helicopter Tour
16 Dec - 18 Feb
From $849.00
iFLY Indoor Skydiving
Rosemont Indoor Skydiving: 2 Flights & Certificate
4.8
(9)
17 Dec - 24 Feb
$96.77
iFLY - Chicago Lincoln Park
Lincoln Park Indoor Skydiving: 2 Flights & Certificate
4.9
(15)
17 - 28 Dec
$102.41

Chicago Highlights: Experiences to Remember