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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Navy Pier
Chicago Seadog: Extreme Thrill Ride
5.0
(3)
03 Jul - 29 Aug
From $37.45
550 E Grand Ave
Chicago's Lake Michigan Downtown Kayak Rental at Ohio Street Beach
4.7
(3)
03 Jul - 16 Sep
From $50.00
540 N Lakeshore Dr Condo
Bike Tour of Chicago's Lakefront Neighborhoods
5.0
(1)
03 Jul - 16 Sep
From $60.00
iFLY - Chicago Lincoln Park
Lincoln Park Indoor Skydiving: 2 Flights & Certificate
4.9
(15)
04 Jul - 14 Sep
From $102.41
iFLY Indoor Skydiving
Rosemont Indoor Skydiving: 2 Flights & Certificate
4.8
(9)
03 Jul - 16 Sep
From $96.77

Chicago Highlights: Experiences to Remember

Aire Rooftop
Sinatra Under The Stars at AIRE
4.6
(438)
03 Aug
From $40.00
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
Arts Center of Oak Park
We call it Drums: Movie Soundtracks in an LED Percussion Show
12 Sep
From $38.00
Aire Rooftop
Piano Men: A Billy Joel & Elton John Tribute at AIRE Rooftop
31 Aug
From $40.00
Morgan MFG
Bingo Loco: The Ultimate Bingo Party
4.3
(312)
11 Jul - 29 Aug
From $35.00
Aire Rooftop
Come Together: The Ultimate Beatles Tribute at AIRE Rooftop
13 Jul
From $40.00
Metropolitan Club of Chicago
Sensory Feast: A Magical Dining Experience
11 - 18 Jul
From $125.00
Joe's Live
Dayshift Party - Rosemont
New!
09 Aug
From $22.00
Bolingbrook Golf Club
LIV Golf Chicago 2025 - Hospitality
08 - 10 Aug
From $466.00

Experiences in Chicago

Chicago Seadog: Extreme Thrill Ride

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

Sinatra Under The Stars at AIRE

The Jury Experience: An Immersive Courtroom Case

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

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

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

Bingo Loco: The Ultimate Bingo Party

Come Together: The Ultimate Beatles Tribute at AIRE Rooftop

Sensory Feast: A Magical Dining Experience

Dayshift Party - Rosemont

LIV Golf Chicago 2025 - Hospitality