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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Bobby's Bike Hike - Chicago Bike, Walking & Food Tours
Chicago: Guided Bike Tour
01 Sep - 07 Nov
$55.00
Multiple locations
Rosemont Indoor Skydiving: 2 Flights & Certificate
4.8
(9)
01 Sep - 15 Nov
$125.95
300 E Monroe St
Chicago Lakefront and Museum Campus Small-Group Segway Tour
01 Sep - 31 Oct
$70.00
540 N Lakeshore Dr Condo
Bike Tour of Chicago's Lakefront Neighborhoods
5.0
(1)
01 Sep - 07 Nov
$59.00
550 E Grand Ave
Chicago's Lake Michigan Downtown Kayak Rental at Ohio Street Beach
4.8
(5)
01 Sep - 12 Oct
$40.00

Chicago Highlights: Experiences to Remember