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
25 Jun - 20 Sep
$55.00
Chicago's Signature Dishes
Chicago Bike Rental
25 Jun - 08 Sep
From $75.94
300 E Monroe St
2-Hour Chicago Fireworks Segway Tour
5.0
(2)
27 Jun - 15 Aug
$80.00
300 E Monroe St
Chicago Lakefront and Museum Campus Small-Group Segway Tour
25 Jun - 31 Oct
From $64.50
540 N Lakeshore Dr Condo
Bike Tour of Chicago's Lakefront Neighborhoods
5.0
(1)
25 Jun - 07 Nov
$59.00
iFLY - Chicago Lincoln Park
Lincoln Park Indoor Skydiving: 2 Flights & Certificate
4.9
(15)
25 Jun - 06 Sep
$136.20
iFLY Indoor Skydiving
Rosemont Indoor Skydiving: 2 Flights & Certificate
4.8
(9)
25 Jun - 06 Sep
$131.20
550 E Grand Ave
Chicago's Lake Michigan Downtown Kayak Rental at Ohio Street Beach
4.8
(5)
25 Jun - 12 Oct
From $50.00

Sport & Adventure in Chicago

Chicago: Guided Bike Tour

Chicago Bike Rental

2-Hour Chicago Fireworks Segway Tour

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

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

Sinatra Under The Stars at AIRE Rooftop

The Jury Experience - Frankenstein on Trial: The Man Who Defied God: Will Chicago Deliver Justice?

ABBA Under the Stars at AIRE Rooftop

Wondra: Immerse yourself in the magic of nature

DroneArt Show: Harry Potter™ at SeatGeek Stadium

Dave & Buster's - Lombard

Dave & Buster's - Schaumburg

Titanic: A Voyage Through Time

The Art Institute of Chicago: Fast Pass