Fun Activities in Chicago

Embark on exciting activities in Chicago. From outdoor adventures to cultural experiences, discover the best ways to make the most of your time.

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38 experiences

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Above Average Candle Studio
Love After Dark: Couples Candle Making Class
5.0
(24)
10 Oct - 29 Nov
From $150.00
Chicago Marriott Suites Deerfield
Mosaic Art Classes Chicago: Turkish Lamp Workshop
11 - 12 Oct
From $99.00
Edlis Neeson Theater - MCA
The Jury Experience: Death on the Port Side
28 Dec - 24 Jan
From $46.00
Gateway To Learning
Chicago Classic Handmade Pasta with Tomato Basil Sauce
10 Oct - 22 Nov
From $69.00
Studio W.I.P. - Uptown Chicago
Spray Paint 'n' Sip Urban Art Workshop
4.8
(867)
10 Oct - 28 Dec
From $45.00
Hammond Civic Center
Armored Medieval Cage Fighting - Chicagoland
4.7
(93)
25 Oct
From $55.00
Casa De Crepes
Hand-Rolled Sushi Chicago
5.0
(4)
11 Oct - 22 Nov
From $69.00
New Line Tavern
The Nightmare Bar in Chicago
09 Oct - 02 Nov
From $18.48
Navy Pier
Navy Pier Centennial Wheel
4.7
(26)
06 Oct - 31 Dec
From $24.72
The Comedy Bar
Tomato Throw Show
07 - 27 Oct
From $15.00
900 North Michigan
Candle Making Class On Magnificent Mile
4.6
(16)
07 Oct - 20 Dec
From $75.00
Free Speech Pavilion
Secrets of Naperville: A Detective Conspiracy Game
From $10.00
Santa’s Village Amusement & Water Park
Santa's Village Amusement & Water Park
4.9
(29)
11 - 26 Oct
From $36.99
Dandelion Fountain
Kid Quest in Naperville: Superhero City Adventure for Kids (Ages 4–8)
From $8.00
Naperville Mystery Picnic: Self-Guided Foodie Adventure
17 Oct - 28 Feb
From $70.00
Main Event Warrenville
Halloween Boo-wling Spooktacular - Warrenville
30 Oct
From $15.00
Dave & Buster's Lombard
Dave & Boo-ster's Boo Bash - Lombard
31 Oct
From $14.99
DePaul University - School of Music
Chicago Murder Mystery: Death in the Shadows
4.0
(1)
From $10.00
Chicago History Museum
Ghosts of Chicago: City Exploration Game
4.8
(4)
From $9.99
Dave and Buster's - Schaumburg
Dave & Boo-ster's Boo Bash - Schaumburg
31 Oct
From $14.99
Gateway To Learning
Intro to The Art of Sushi - Chicago
11 Oct - 21 Nov
From $69.00
Clark St & Armitage Ave
Kid Quest in Chicago: Interactive Family Scavenger Hunt (Ages 4–8)
From $8.00
550 E Grand Ave
Chicago's Lake Michigan Downtown Kayak Rental at Ohio Street Beach
4.8
(5)
07 - 13 Oct
From $50.00
Dave & Buster's Vernon Hills
Dave & Boo-ster's Boo Bash - Vernon Hills
31 Oct
From $14.99
Dave & Buster's Orland Park
Dave & Boo-ster's Boo Bash - Orland Park
31 Oct
From $14.99
Midwest Coast Brewing Company
Better than take-out: Classic Pad Thai in Chicago
5.0
(1)
17 Oct - 15 Nov
From $69.00
Gateway To Learning
French Macaron - Chicago
4.0
(6)
19 Oct - 30 Nov
From $69.00
The Little Mermaid Experience: Find King Triton's Treasure - Waitlist
Lincoln Park Cultural Center
Halloween Ghost Hunt in Chicago
30 Oct - 02 Nov
From $10.00
The Art Institute of Chicago
Eastside Chicago Exploration Game
5.0
(2)
From $7.99
Pritzker Park
Chicago Exploration Game - Mystery Walk with Pub & Cafe Stops
06 Oct - 31 Dec
From $20.00
Evanston Mystery Picnic: Self-Guided Foodie Adventure
4.0
(3)
14 Oct - 28 Feb
From $70.00
West Iowa Street
Learn To Make Mole The Real Mexican Way Before Lunch
09 Oct - 20 Dec
From $186.00
Midlane Esports - Logan Square
Drinks and Game Night at Midlane!
4.5
(30)
07 Oct - 31 Dec
From $22.00
540 N Lakeshore Dr Condo
Bike Tour of Chicago's Lakefront Neighborhoods
5.0
(1)
06 Oct - 02 Nov
From $59.00
iFLY Indoor Skydiving
Rosemont Indoor Skydiving: 2 Flights & Certificate
4.8
(9)
08 Oct - 19 Dec
From $96.77
iFLY - Chicago Lincoln Park
Lincoln Park Indoor Skydiving: 2 Flights & Certificate
4.9
(15)
08 Oct - 20 Dec
From $102.41
Watchmaking course: watch movement dismantling and reassembly workshops
15 - 22 Nov
From $470.00

Love After Dark: Couples Candle Making Class

Mosaic Art Classes Chicago: Turkish Lamp Workshop

The Jury Experience: Death on the Port Side

Chicago Classic Handmade Pasta with Tomato Basil Sauce

Spray Paint 'n' Sip Urban Art Workshop

Armored Medieval Cage Fighting - Chicagoland

Hand-Rolled Sushi Chicago

The Nightmare Bar in Chicago

Navy Pier Centennial Wheel

Tomato Throw Show

Candle Making Class On Magnificent Mile

Secrets of Naperville: A Detective Conspiracy Game

Santa's Village Amusement & Water Park

Kid Quest in Naperville: Superhero City Adventure for Kids (Ages 4–8)

Naperville Mystery Picnic: Self-Guided Foodie Adventure

Halloween Boo-wling Spooktacular - Warrenville

Dave & Boo-ster's Boo Bash - Lombard

Chicago Murder Mystery: Death in the Shadows

Ghosts of Chicago: City Exploration Game

Dave & Boo-ster's Boo Bash - Schaumburg

Intro to The Art of Sushi - Chicago

Kid Quest in Chicago: Interactive Family Scavenger Hunt (Ages 4–8)

Chicago's Lake Michigan Downtown Kayak Rental at Ohio Street Beach

Dave & Boo-ster's Boo Bash - Vernon Hills

Dave & Boo-ster's Boo Bash - Orland Park

Better than take-out: Classic Pad Thai in Chicago

French Macaron - Chicago

The Little Mermaid Experience: Find King Triton's Treasure - Waitlist

Halloween Ghost Hunt in Chicago

Eastside Chicago Exploration Game

Chicago Exploration Game - Mystery Walk with Pub & Cafe Stops

Evanston Mystery Picnic: Self-Guided Foodie Adventure

Learn To Make Mole The Real Mexican Way Before Lunch

Drinks and Game Night at Midlane!

Bike Tour of Chicago's Lakefront Neighborhoods

Rosemont Indoor Skydiving: 2 Flights & Certificate

Lincoln Park Indoor Skydiving: 2 Flights & Certificate

Watchmaking course: watch movement dismantling and reassembly workshops

Chicago Highlights: Experiences to Remember

Cirque du Soleil 2026: LUZIA in Miami

The Jury Experience: An Immersive Courtroom Case

AirOtic Soirée Presents: BITE!

Drunk Dracula in Chicago

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

Iceland Eclipse 2026 Festival - August 12-15

Harry Potter™: A Forbidden Forest Experience

Armored Medieval Cage Fighting - Chicagoland

A Nightmare on Strip Street: A Burlesque Parody - Chicago

Wondra: Immerse yourself in the magic of nature