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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6 experiences

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Navy Pier
Chicago Seadog: Extreme Thrill Ride
5.0
(3)
30 Jun - 22 Aug
From $37.45
550 E Grand Ave
Chicago's Lake Michigan Downtown Kayak Rental at Ohio Street Beach
4.7
(3)
01 Jul - 12 Sep
From $50.00
Schaumburg Regional Airport
Private 45-Minute Chicago Skyline Helicopter Tour
14 Jul - 13 Sep
From $849.00
540 N Lakeshore Dr Condo
Bike Tour of Chicago's Lakefront Neighborhoods
5.0
(1)
01 Jul - 13 Sep
From $60.00
iFLY - Chicago Lincoln Park
Lincoln Park Indoor Skydiving: 2 Flights & Certificate
4.9
(15)
02 Jul - 13 Sep
From $102.41
iFLY Indoor Skydiving
Rosemont Indoor Skydiving: 2 Flights & Certificate
4.8
(9)
02 Jul - 13 Sep
From $96.77

Chicago Highlights: Experiences to Remember

Chopin Theatre
The Jury Experience: An Immersive Courtroom Case
4.3
(126)
12 - 13 Sep
From $46.00
The Lounge At The Lion
Drunk Shakespeare Chicago!
4.8
(790)
02 Jul - 04 Jan
From $29.00
Arts Center of Oak Park
We call it Drums: Movie Soundtracks in an LED Percussion Show
12 Sep
From $38.00
Everything Bar
Wizards and Wands Experience: Magical Mixology - Chicago
14 Aug - 20 Sep
From $37.00
Arts Center of Oak Park
We call it Flamenco: A Unique Spanish Dance Show
4.5
(123)
25 Jul - 27 Sep
From $39.00
Morgan MFG
Bingo Loco: The Ultimate Bingo Party
4.3
(312)
11 Jul - 29 Aug
From $35.00
Woodfield Mall
Wondra: Immerse yourself in the magic of nature - Waitlist
Metropolitan Club of Chicago
Sensory Feast: A Magical Dining Experience
11 - 18 Jul
From $125.00
The First Round: Meet New People Every Week
4.0
(55)
10 Jul - 28 Aug
From $14.00
Bolingbrook Golf Club
LIV Golf Chicago 2025 - Hospitality
08 - 10 Aug
From $402.80

Chicago Seadog: Extreme Thrill Ride

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

Private 45-Minute Chicago Skyline Helicopter Tour

Bike Tour of Chicago's Lakefront Neighborhoods

Lincoln Park Indoor Skydiving: 2 Flights & Certificate

Rosemont Indoor Skydiving: 2 Flights & Certificate

Chicago Highlights: Experiences to Remember

The Jury Experience: An Immersive Courtroom Case

Drunk Shakespeare Chicago!

We call it Drums: Movie Soundtracks in an LED Percussion Show

Wizards and Wands Experience: Magical Mixology - Chicago

We call it Flamenco: A Unique Spanish Dance Show

Bingo Loco: The Ultimate Bingo Party

Wondra: Immerse yourself in the magic of nature - Waitlist

Sensory Feast: A Magical Dining Experience

The First Round: Meet New People Every Week

LIV Golf Chicago 2025 - Hospitality