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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8 experiences

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Bobby's Bike Hike - Chicago Bike, Walking & Food Tours
Chicago: Guided Bike Tour
23 Jun - 13 Sep
$55.00
300 E Monroe St
2-Hour Chicago Fireworks Segway Tour
5.0
(2)
27 Jun - 29 Aug
$80.00
Chicago's Signature Dishes
Chicago Bike Rental
22 Jun - 05 Sep
From $75.94
300 E Monroe St
Chicago Lakefront and Museum Campus Small-Group Segway Tour
22 Jun - 31 Oct
From $64.50
540 N Lakeshore Dr Condo
Bike Tour of Chicago's Lakefront Neighborhoods
5.0
(1)
23 Jun - 07 Nov
$59.00
iFLY - Chicago Lincoln Park
Lincoln Park Indoor Skydiving: 2 Flights & Certificate
4.9
(15)
24 Jun - 05 Sep
$136.20
iFLY Indoor Skydiving
Rosemont Indoor Skydiving: 2 Flights & Certificate
4.8
(9)
24 Jun - 05 Sep
$131.20
550 E Grand Ave
Chicago's Lake Michigan Downtown Kayak Rental at Ohio Street Beach
4.8
(5)
22 Jun - 12 Oct
From $50.00

Sport & Adventure in Chicago

Chicago: Guided Bike Tour

2-Hour Chicago Fireworks Segway Tour

Chicago Bike Rental

Chicago Lakefront and Museum Campus Small-Group Segway Tour

Bike Tour of Chicago's Lakefront Neighborhoods

Lincoln Park Indoor Skydiving: 2 Flights & Certificate

Rosemont Indoor Skydiving: 2 Flights & Certificate

Chicago's Lake Michigan Downtown Kayak Rental at Ohio Street Beach

Chicago Highlights: Experiences to Remember

Minecraft Experience: Villager Rescue

The Jazz Room: A Tribute to Frank Sinatra & Louis Armstrong

Sinatra Under The Stars at AIRE Rooftop

Ballet of Lights: Sleeping Beauty in a Sparkling Show

Big Questions, Cool Drinks: A Psychedelics Science Night

An Idiot's Guide to Wine

DroneArt Show: Harry Potter™ at SeatGeek Stadium

Chicago's Best Stand Up at Laugh Factory Chicago

SAW The Musical: The Unauthorized Parody of Saw - Direct from New York (Off-Broadway National Tour) - Live in Chicago

Dave & Buster's - Schaumburg