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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9 experiences

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Bobby's Bike Hike - Chicago Bike, Walking & Food Tours
Chicago: Guided Bike Tour
12 Jun - 06 Sep
$55.00
Schaumburg Regional Airport
Private 45-Minute Chicago Skyline Helicopter Tour
14 Jun - 19 Aug
From $849.00
Chicago's Signature Dishes
Chicago Bike Rental
12 Jun - 26 Aug
From $75.94
300 E Monroe St
Chicago Lakefront and Museum Campus Small-Group Segway Tour
12 Jun - 31 Oct
From $64.50
540 N Lakeshore Dr Condo
Bike Tour of Chicago's Lakefront Neighborhoods
5.0
(1)
12 Jun - 07 Nov
$59.00
Chicago's Signature Dishes
Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour
5.0
(6)
12 Jun - 26 Aug
$88.95
iFLY - Chicago Lincoln Park
Lincoln Park Indoor Skydiving: 2 Flights & Certificate
4.9
(15)
12 Jun - 26 Aug
$136.20
iFLY Indoor Skydiving
Rosemont Indoor Skydiving: 2 Flights & Certificate
4.8
(9)
12 Jun - 26 Aug
$131.20
550 E Grand Ave
Chicago's Lake Michigan Downtown Kayak Rental at Ohio Street Beach
4.8
(5)
12 Jun - 12 Oct
From $50.00

Sport & Adventure in Chicago

Chicago: Guided Bike Tour

Private 45-Minute Chicago Skyline Helicopter Tour

Chicago Bike Rental

Chicago Lakefront and Museum Campus Small-Group Segway Tour

Bike Tour of Chicago's Lakefront Neighborhoods

Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour

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

Chicago's Theatre of Magic at the Palmer House a Hilton Hotel

AirOtic Soirée (Chicago)

Big Questions, Cool Drinks: A Psychedelics Science Night

Mini Genius Lab: Cool Science Experiments for Kids

An Idiot's Guide to Wine

Lakeshore Arts & Music Festival at Lincoln Park

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

DroneArt Show: Harry Potter™ at SeatGeek Stadium