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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540 N Lakeshore Dr Condo
Bike Tour of Chicago's Lakefront Neighborhoods
5.0
(1)
01 Mar - 02 Apr
$59.00
Schaumburg Regional Airport
Private 45-Minute Chicago Skyline Helicopter Tour
20 Jan - 16 May
From $424.50
iFLY Indoor Skydiving
Rosemont Indoor Skydiving: 2 Flights & Certificate
4.8
(9)
19 Jan - 03 Apr
From $96.77
iFLY - Chicago Lincoln Park
Lincoln Park Indoor Skydiving: 2 Flights & Certificate
4.9
(15)
19 Jan - 03 Apr
$102.41

Chicago Highlights: Experiences to Remember

The Den Theatre
The Jazz Room: A Journey to the Heart of New Orleans
4.8
(108)
19 Feb - 07 Jun
From $33.00
Athenaeum Center for Thought & Culture
Ballet of Lights: Sleeping Beauty in a Sparkling Show
23 Jan - 19 Apr
From $41.00
The Lounge At The Lion
Drunk Shakespeare Chicago!
4.8
(800)
21 - 31 Jan
From $29.00
DroneArt Show - Waitlist
Warwick Allerton - Chicago
Tea Time at the Tip Top Tap
5.0
(2)
25 Jan - 26 Apr
From $45.00
455 N Cityfront Plaza Dr
Premier Dinner Cruise on the Chicago River
4.5
(18)
18 Feb - 13 Mar
$0.00
Four Star Mushrooms
Explore Chicago’s Indoor Mushroom Farm Experience
5.0
(8)
24 Jan - 26 Dec
$20.00
Morgan MFG
Bingo Loco: The Ultimate Bingo Party
4.3
(514)
13 Feb - 20 Mar
$35.00
Woodfield Mall
Wondra: Immerse yourself in the magic of nature
19 Jan - 28 Feb
The Art Institute of Chicago
The Art Institute of Chicago: Fast Pass
4.9
(37)
19 Jan - 28 Feb
$40.00

Experiences in Chicago

Bike Tour of Chicago's Lakefront Neighborhoods

Private 45-Minute Chicago Skyline Helicopter Tour

Rosemont Indoor Skydiving: 2 Flights & Certificate

Lincoln Park Indoor Skydiving: 2 Flights & Certificate

Chicago Highlights: Experiences to Remember

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

Ballet of Lights: Sleeping Beauty in a Sparkling Show

Drunk Shakespeare Chicago!

DroneArt Show - Waitlist

Tea Time at the Tip Top Tap

Premier Dinner Cruise on the Chicago River

Explore Chicago’s Indoor Mushroom Farm Experience

Bingo Loco: The Ultimate Bingo Party

Wondra: Immerse yourself in the magic of nature

The Art Institute of Chicago: Fast Pass