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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4 experiences

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540 N Lakeshore Dr Condo
Bike Tour of Chicago's Lakefront Neighborhoods
5.0
(1)
01 - 08 Mar
$59.00
Schaumburg Regional Airport
Private 45-Minute Chicago Skyline Helicopter Tour
29 Dec - 18 Feb
From $849.00
iFLY Indoor Skydiving
Rosemont Indoor Skydiving: 2 Flights & Certificate
4.8
(9)
27 Dec - 24 Feb
$96.77
iFLY - Chicago Lincoln Park
Lincoln Park Indoor Skydiving: 2 Flights & Certificate
4.9
(15)
27 Dec - 08 Jan
$102.41

Chicago Highlights: Experiences to Remember

Edlis Neeson Theater - MCA
The Jury Experience: Death on the Port Side
28 Dec - 03 May
From $46.00
The Den Theatre
The Jazz Room: A Journey to the Heart of New Orleans
4.8
(81)
28 Dec - 07 Jun
From $33.00
The Den Theatre
The Jazz Room: Tribute to Soul
4.6
(72)
10 Jan
From $33.00
Santa's Secret Tent at Pioneer Court
Santa's Secret Immersive Holiday Experience
4.6
(125)
26 - 31 Dec
From $70.85
YMCA Camp Duncan
Harry Potter™: A Forbidden Forest Experience
4.7
(3149)
26 Dec - 03 Jan
From $40.00 $32.00
Philadelphia
Cirque du Soleil 2026: LUZIA in Oaks
07 May - 07 Jun
From $25.00
Dave & Buster's Schaumburg
New Years Eve at Dave & Buster's - Schaumburg
31 Dec
From $33.79
Dave & Buster's Vernon Hills
New Years Eve at Dave & Buster's - Vernon Hills
31 Dec
From $33.79
Dave & Buster's Orland Park
New Years Eve at Dave & Buster's - Orland Park
31 Dec
From $33.79
Woodfield Mall
Wondra: Immerse yourself in the magic of nature
26 Dec - 28 Feb

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 Jury Experience: Death on the Port Side

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

The Jazz Room: Tribute to Soul

Santa's Secret Immersive Holiday Experience

Harry Potter™: A Forbidden Forest Experience

Cirque du Soleil 2026: LUZIA in Oaks

New Years Eve at Dave & Buster's - Schaumburg

New Years Eve at Dave & Buster's - Vernon Hills

New Years Eve at Dave & Buster's - Orland Park

Wondra: Immerse yourself in the magic of nature