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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iFLY - Chicago Lincoln Park
Lincoln Park Indoor Skydiving: 2 Flights & Certificate
4.9
(15)
07 Feb - 19 Apr
From $102.41
540 N Lakeshore Dr Condo
Bike Tour of Chicago's Lakefront Neighborhoods
5.0
(1)
01 Mar - 18 Apr
$59.00
iFLY Indoor Skydiving
Rosemont Indoor Skydiving: 2 Flights & Certificate
4.8
(9)
06 Feb - 21 Apr
$131.20
Schaumburg Regional Airport
Private 45-Minute Chicago Skyline Helicopter Tour
07 Feb - 16 May
From $424.50

Chicago Highlights: Experiences to Remember

Athenaeum Center for Thought & Culture
Ballet of Lights: Sleeping Beauty in a Sparkling Show
19 Apr
From $47.50
The Lounge At The Lion
Drunk Shakespeare Chicago!
4.8
(800)
08 Feb - 12 Sep
From $29.00
455 N Cityfront Plaza Dr
Premier Dinner Cruise on the Chicago River
4.5
(18)
18 Feb - 04 Apr
$0.00
The Den Theatre
The Jazz Room: A Tribute to Frank Sinatra & Louis Armstrong
05 Apr - 03 May
$43.50
Germania Place
Titanic: A Voyage Through Time - Waitlist
New!
Morgan MFG
Bingo Loco: The Ultimate Bingo Party
4.3
(517)
13 Feb - 03 Apr
$35.00
Edlis Neeson Theater - MCA
The Jury Experience: Medical Disaster - Cut Open, Left Broken: Will Chicago Deliver Justice?
29 Mar - 05 Apr
From $46.00
Rosemont
The Big Game Experience at Dave & Buster's Rosemont
08 Feb
$28.79
Dave & Buster's Lombard
The Big Game Experience at Dave & Buster's Lombard
08 Feb
$28.79
Woodfield Mall
Wondra: Immerse yourself in the magic of nature
05 - 28 Feb

Lincoln Park Indoor Skydiving: 2 Flights & Certificate

Bike Tour of Chicago's Lakefront Neighborhoods

Rosemont Indoor Skydiving: 2 Flights & Certificate

Private 45-Minute Chicago Skyline Helicopter Tour

Chicago Highlights: Experiences to Remember

Ballet of Lights: Sleeping Beauty in a Sparkling Show

Drunk Shakespeare Chicago!

Premier Dinner Cruise on the Chicago River

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

Titanic: A Voyage Through Time - Waitlist

Bingo Loco: The Ultimate Bingo Party

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

The Big Game Experience at Dave & Buster's Rosemont

The Big Game Experience at Dave & Buster's Lombard

Wondra: Immerse yourself in the magic of nature