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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5 experiences

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Hammond Civic Center
AMMA: Armored Cage Fighting - Chicagoland
4.7
(146)
25 Apr
From $55.00
iFLY Indoor Skydiving
Rosemont Indoor Skydiving: 2 Flights & Certificate
4.8
(9)
12 Mar - 24 May
$131.20
550 E Grand Ave
Chicago's Lake Michigan Downtown Kayak Rental at Ohio Street Beach
4.8
(5)
02 - 17 May
From $30.00
540 N Lakeshore Dr Condo
Bike Tour of Chicago's Lakefront Neighborhoods
5.0
(1)
12 Mar - 24 May
$59.00
iFLY - Chicago Lincoln Park
Lincoln Park Indoor Skydiving: 2 Flights & Certificate
4.9
(15)
12 Mar - 20 May
From $102.41

Chicago Highlights: Experiences to Remember

The Lounge At The Lion
Drunk Shakespeare Chicago!
4.8
(804)
12 Mar - 12 Sep
From $29.00
The Den Theatre
The Jazz Room: A Journey to the Heart of New Orleans
4.8
(147)
12 Apr - 07 Jun
From $32.50
Edlis Neeson Theater - MCA
The Jury Experience: Medical Disaster - Cut Open, Left Broken: Will Chicago Deliver Justice?
29 Mar
From $46.00
Edlis Neeson Theater - MCA
The Jury Experience – Death on the Port Side: Will Chicago Deliver Justice?
4.4
(79)
04 Apr - 10 Jul
From $46.00
Stan Mansion
The Dungeon Cocktail Experience - Chicago
03 - 04 Apr
From $35.00
Minecraft Experience: Villager Rescue - Waitlist
Athenaeum Center for Thought & Culture
Bernadette, The Musical
12 - 15 Mar
From $45.00
Hammond Civic Center
AMMA: Armored Cage Fighting - Chicagoland
4.7
(146)
25 Apr
From $55.00
Woodfield Mall
Wondra: Immerse yourself in the magic of nature
12 Mar - 30 Apr
Philadelphia
Cirque du Soleil 2026: LUZIA in Oaks
07 May - 07 Jun
From $44.00

Experiences in Chicago

AMMA: Armored Cage Fighting - Chicagoland

Rosemont Indoor Skydiving: 2 Flights & Certificate

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

Bike Tour of Chicago's Lakefront Neighborhoods

Lincoln Park Indoor Skydiving: 2 Flights & Certificate

Chicago Highlights: Experiences to Remember

Drunk Shakespeare Chicago!

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

The Jury Experience: Medical Disaster - Cut Open, Left Broken: Will Chicago Deliver Justice?

The Jury Experience – Death on the Port Side: Will Chicago Deliver Justice?

The Dungeon Cocktail Experience - Chicago

Minecraft Experience: Villager Rescue - Waitlist

Bernadette, The Musical

AMMA: Armored Cage Fighting - Chicagoland

Wondra: Immerse yourself in the magic of nature

Cirque du Soleil 2026: LUZIA in Oaks