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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7 experiences

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The Staley
Luminous Party Run: Meet New People in a Neon Night Run
15 - 16 May
$37.00
Chicago's Signature Dishes
Chicago Bike Rental
01 Apr - 02 Jun
From $75.94
540 N Lakeshore Dr Condo
Bike Tour of Chicago's Lakefront Neighborhoods
5.0
(1)
02 Apr - 14 Jun
$59.00
Schaumburg Regional Airport
Private 45-Minute Chicago Skyline Helicopter Tour
02 Apr - 13 Jun
From $849.00
550 E Grand Ave
Chicago's Lake Michigan Downtown Kayak Rental at Ohio Street Beach
4.8
(5)
02 May - 11 Jul
From $50.00
iFLY Indoor Skydiving
Rosemont Indoor Skydiving: 2 Flights & Certificate
4.8
(9)
01 Apr - 14 Jun
$131.20
iFLY - Chicago Lincoln Park
Lincoln Park Indoor Skydiving: 2 Flights & Certificate
4.9
(15)
01 Apr - 12 Jun
From $102.41

Sport & Adventure in Chicago

Luminous Party Run: Meet New People in a Neon Night Run

Chicago Bike Rental

Bike Tour of Chicago's Lakefront Neighborhoods

Private 45-Minute Chicago Skyline Helicopter Tour

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

Rosemont Indoor Skydiving: 2 Flights & Certificate

Lincoln Park Indoor Skydiving: 2 Flights & Certificate

Chicago Highlights: Experiences to Remember

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

Ballet of Lights: Sleeping Beauty in a Sparkling Show

Edgar Allan Poe Speakeasy: Chapter Two - Chicago

The Jazz Room: A Journey to the Heart of New Orleans

Lakeshore Music Festival - Waitlist

Titanic: A Voyage Through Time

Wondra: Immerse yourself in the magic of nature

Minecraft Experience: Villager Rescue

Cirque du Soleil 2026: LUZIA in Miami

Cirque du Soleil 2026: LUZIA in Oaks