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)
27 Sep - 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 - 24 Oct
From $69.00
Casa De Crepes
Hand-Rolled Sushi Chicago
5.0
(4)
11 Oct - 22 Nov
From $69.00
Gateway To Learning
French Macaron - Chicago
4.0
(6)
07 Oct - 30 Nov
From $69.00
New Line Tavern
The Nightmare Bar in Chicago
03 Oct - 02 Nov
From $18.48
Hammond Civic Center
Armored Medieval Cage Fighting - Chicagoland
4.7
(93)
25 Oct
From $55.00
West Iowa Street
Learn To Make Mole The Real Mexican Way Before Lunch
30 Sep - 11 Dec
From $186.00
Navy Pier
Navy Pier Centennial Wheel
4.7
(26)
27 Sep - 24 Dec
From $24.72
Pritzker Park
Chicago Exploration Game - Mystery Walk with Pub & Cafe Stops
27 Sep - 31 Dec
From $20.00
iFLY Indoor Skydiving
Rosemont Indoor Skydiving: 2 Flights & Certificate
4.8
(9)
27 Sep - 11 Dec
From $96.77
900 North Michigan
Candle Making Class On Magnificent Mile
4.6
(16)
27 Sep - 11 Dec
From $75.00
The Comedy Bar
Tomato Throw Show
30 Sep - 27 Oct
From $15.00
Dave and Buster's - Schaumburg
Dave and Buster's - Schaumburg
New!
31 Oct
From $14.99
Main Event Warrenville
Halloween Boo-wling Spooktacular - Warrenville
New!
30 Oct
From $16.24
Dave & Buster's Lombard
Dave and Buster's - Lombard
New!
31 Oct
From $14.99
Dave & Buster's Vernon Hills
Dave & Boo-ster's Moonlight Mixer - Vernon Hills
New!
31 Oct
From $12.98
Studio W.I.P. - Uptown Chicago
Spray Paint 'n' Sip Urban Art Workshop
4.8
(867)
27 Sep - 28 Dec
From $45.00
Santa’s Village Amusement & Water Park
Santa's Village Amusement & Water Park
4.9
(29)
27 Sep - 26 Oct
From $36.99
DePaul University - School of Music
Chicago Murder Mystery: Death in the Shadows
4.0
(1)
From $10.00
Free Speech Pavilion
Secrets of Naperville: A Detective Conspiracy Game
New!
From $10.00
550 E Grand Ave
Chicago's Lake Michigan Downtown Kayak Rental at Ohio Street Beach
4.8
(5)
28 Sep - 13 Oct
From $50.00
Gateway To Learning
Intro to The Art of Sushi - Chicago
11 Oct - 21 Nov
From $69.00
The Little Mermaid Experience: Find King Triton's Treasure - Waitlist
Old Town Triangle District
Secret Society of Chicago: A Detective City Game
New!
From $10.00
Dandelion Fountain
Kid Quest in Naperville: Superhero City Adventure for Kids (Ages 4–8)
New!
From $8.00
Clark St & Armitage Ave
Kid Quest in Chicago: Interactive Family Scavenger Hunt (Ages 4–8)
New!
From $8.00
Midwest Coast Brewing Company
Better than take-out: Classic Pad Thai in Chicago
5.0
(1)
17 Oct - 15 Nov
From $69.00
Lincoln Park Cultural Center
Halloween Ghost Hunt in Chicago
30 Oct - 02 Nov
From $10.00
Chicago History Museum
Ghosts of Chicago: City Exploration Game
4.8
(4)
From $9.99
Naperville Mystery Picnic: Self-Guided Foodie Adventure
05 Oct - 28 Feb
From $70.00
The Art Institute of Chicago
Eastside Chicago Exploration Game
5.0
(2)
From $7.99
Evanston Mystery Picnic: Self-Guided Foodie Adventure
4.0
(3)
05 Oct - 28 Feb
From $70.00
Midlane Esports - Logan Square
Drinks and Game Night at Midlane!
4.5
(30)
27 Sep - 31 Dec
From $22.00
540 N Lakeshore Dr Condo
Bike Tour of Chicago's Lakefront Neighborhoods
5.0
(1)
27 Sep - 02 Nov
From $59.00
Watchmaking course: watch movement dismantling and reassembly workshops
15 - 22 Nov
From $470.00
iFLY - Chicago Lincoln Park
Lincoln Park Indoor Skydiving: 2 Flights & Certificate
4.9
(15)
28 Sep - 11 Dec
From $102.41

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

Hand-Rolled Sushi Chicago

French Macaron - Chicago

The Nightmare Bar in Chicago

Armored Medieval Cage Fighting - Chicagoland

Learn To Make Mole The Real Mexican Way Before Lunch

Navy Pier Centennial Wheel

Chicago Exploration Game - Mystery Walk with Pub & Cafe Stops

Rosemont Indoor Skydiving: 2 Flights & Certificate

Candle Making Class On Magnificent Mile

Tomato Throw Show

Dave and Buster's - Schaumburg

Halloween Boo-wling Spooktacular - Warrenville

Dave and Buster's - Lombard

Dave & Boo-ster's Moonlight Mixer - Vernon Hills

Spray Paint 'n' Sip Urban Art Workshop

Santa's Village Amusement & Water Park

Chicago Murder Mystery: Death in the Shadows

Secrets of Naperville: A Detective Conspiracy Game

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

Intro to The Art of Sushi - Chicago

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

Secret Society of Chicago: A Detective City Game

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

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

Better than take-out: Classic Pad Thai in Chicago

Halloween Ghost Hunt in Chicago

Ghosts of Chicago: City Exploration Game

Naperville Mystery Picnic: Self-Guided Foodie Adventure

Eastside Chicago Exploration Game

Evanston Mystery Picnic: Self-Guided Foodie Adventure

Drinks and Game Night at Midlane!

Bike Tour of Chicago's Lakefront Neighborhoods

Watchmaking course: watch movement dismantling and reassembly workshops

Lincoln Park Indoor Skydiving: 2 Flights & Certificate

Chicago Highlights: Experiences to Remember

Cirque du Soleil 2026: LUZIA in Miami

The Magic Gateway: A Magic Show for the Family

AirOtic Soirée Presents: BITE!

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

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

Drunk Dracula in Chicago

Harry Potter™: A Forbidden Forest Experience

DroneArt Show: A Music and Drone Show

Wondra: Immerse yourself in the magic of nature

Iceland Eclipse 2026 Festival - August 12-15 - Waitlist