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

Chicago Highlights: Experiences to Remember

SeatGeek Stadium
DroneArt Show: A Music Concert and Drone Show
New!
02 - 03 Aug
From $15.00
Aire Rooftop
Sinatra Under The Stars at AIRE
4.6
(438)
03 Aug
From $40.00
The Lounge At The Lion
Drunk Shakespeare Chicago!
4.8
(790)
02 Jul - 04 Jan
From $29.00
Chopin Theatre
The Jury Experience: An Immersive Courtroom Case
4.3
(126)
12 - 13 Sep
From $46.00
About Last Knife
Dining in the Dark: A Unique Blindfolded Experience at About Last Knife
4.2
(343)
05 Jul - 06 Dec
From $67.00
The Den Theatre
We call it Jazz: A Journey to the Heart of New Orleans
20 Sep - 26 Oct
From $24.00
Aire Rooftop
Piano Men: A Billy Joel & Elton John Tribute at AIRE Rooftop
31 Aug
From $40.00
Arts Center of Oak Park
We call it Flamenco: A Unique Spanish Dance Show
4.5
(123)
25 Jul - 27 Sep
From $39.00
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

Chicago Seadog: Extreme Thrill Ride

Private 45-Minute Chicago Skyline Helicopter Tour

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

Rosemont Indoor Skydiving: 2 Flights & Certificate

Chicago Highlights: Experiences to Remember

DroneArt Show: A Music Concert and Drone Show

Sinatra Under The Stars at AIRE

Drunk Shakespeare Chicago!

The Jury Experience: An Immersive Courtroom Case

Dining in the Dark: A Unique Blindfolded Experience at About Last Knife

We call it Jazz: A Journey to the Heart of New Orleans

Piano Men: A Billy Joel & Elton John Tribute at AIRE Rooftop

We call it Flamenco: A Unique Spanish Dance Show

Sensory Feast: A Magical Dining Experience

The First Round: Meet New People Every Week