City Tours in Chicago

Experience Chicago like never before with city tours and city tour packages. As you explore Chicago’s famous landmarks, hidden gems, and local hotspots, you’ll uncover the stories that bring the city to life.

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29 experiences

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Phoenix Restaurant
Chicago: Chinatown Food & Culture Walking Tour
15 Dec - 08 Feb
$72.00
Four Star Mushrooms
Explore Chicago’s Indoor Mushroom Farm Experience
5.0
(7)
20 - 26 Dec
$20.00
226 South Wabash Avenue, 60604, Chicago
Original Chicago Prohibition Tour
4.7
(6)
20 Dec - 07 Feb
$55.00
226 South Wabash Avenue, 60604, Chicago
Hidden In Plain Sight: Chicago Prohibition Tour
5.0
(4)
15 Dec - 06 Feb
$40.50
Chicago Architecture Center
Architecture of the Magnificent Mile
5.0
(3)
15 Dec - 07 Mar
$35.00
Chicago Architecture Center
Chicago Architecture: A Walk Through Time
16 Dec - 08 Mar
$30.00
Chicago Crime Tours and Experiences - Gangsters, Mobsters and Criminals
Chicago Crime & Mob Bus Tour: Criminals, Mobsters and Gangsters
4.8
(5)
15 Dec - 09 Feb
$49.00
Skydeck Chicago
Best of Chicago Small Group Tour
16 Dec - 10 Feb
From $16.00
Chicago Cultural Center
Tiffany in Chicago: Guided Tour
4.5
(2)
16 Dec - 10 Mar
$27.00
Chicago Crime Tours and Experiences - Gangsters, Mobsters and Criminals
Chicago Crime and Mob Tour
4.6
(19)
15 Dec - 27 Feb
$48.95
Pritzker Park
Chicago Exploration Game - Mystery Walk with Pub & Cafe Stops
15 - 31 Dec
$20.00
The Art Institute of Chicago
Eastside Chicago Exploration Game
5.0
(2)
$7.99
Chicago History Museum
Ghosts of Chicago: City Exploration Game
4.8
(4)
$9.99
Chicago's Chinatown Food and Walking Tour
4.9
(25)
15 Dec - 28 Feb
From $79.94
American Writers Museum
Interactive Self-Guided True Crime Mystery Scavenger Hunt in Chicago Loop
15 Dec - 30 Nov
$21.00
Shake Shack Chicago Athletic Association
Chicago Insta Walk with Digital and Polaroid Photoshoot
16 Dec - 28 Feb
$169.00
Chicago History Museum
Lincoln Park Hauntings Ghost Investigation Tour
5.0
(1)
18 Dec - 27 Feb
$40.00
300 E Monroe St
Chicago Lakefront and Museum Campus Small-Group Segway Tour
04 Jan - 28 Feb
From $65.00
Millennium Park Welcome Center
Chicago Millennium Park Self-Guided Walking Tour
5.0
(1)
15 Dec - 28 Feb
$15.00
The Goddess and Grocer
Offbeat Street Art Tour of Chicago: Urban Graffiti and Murals
4.6
(9)
19 Dec - 05 Jan
From $24.95
61 E Madison St
Chicago Pizza Tour
4.5
(8)
20 Dec - 28 Feb
$0.00
Glascott’s Saloon
Haunted Chicago Ghost and Pub Walking Tour
4.2
(5)
18 Dec - 28 Feb
$35.82
521 North State Street
Chicago Instagram Walking Tour: Most Famous Spots
16 Dec - 28 Feb
From $152.95
Chicago's Signature Dishes
Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour
5.0
(6)
20 Dec - 22 Feb
$88.95
Do-Rite Donuts & Chicken
Fulton Market Delicious Donut Adventure & Walking Food Tour
5.0
(2)
16 Dec - 28 Feb
From $70.00
Oz Park
Windy City Ghosts: Hauntings of Chicago Walking Tour
4.2
(5)
15 Dec - 28 Feb
$32.00
Doughnut Vault
Underground Donut Tour - Chicago's First Donut Tour
4.6
(41)
16 Dec - 28 Feb
From $57.95
1 N Dearborn
WALKIN' WITH COLIN! Chicago : History-Mystery-Comedy-Tragedy
5.0
(1)
18 Dec - 28 Feb
$44.00
Miami
Cirque du Soleil 2026: LUZIA in Miami
20 Feb - 25 Apr
From $48.00

Chicago: Chinatown Food & Culture Walking Tour

Explore Chicago’s Indoor Mushroom Farm Experience

Original Chicago Prohibition Tour

Hidden In Plain Sight: Chicago Prohibition Tour

Architecture of the Magnificent Mile

Chicago Architecture: A Walk Through Time

Chicago Crime & Mob Bus Tour: Criminals, Mobsters and Gangsters

Best of Chicago Small Group Tour

Tiffany in Chicago: Guided Tour

Chicago Crime and Mob Tour

Chicago Exploration Game - Mystery Walk with Pub & Cafe Stops

Eastside Chicago Exploration Game

Ghosts of Chicago: City Exploration Game

Chicago's Chinatown Food and Walking Tour

Interactive Self-Guided True Crime Mystery Scavenger Hunt in Chicago Loop

Chicago Insta Walk with Digital and Polaroid Photoshoot

Lincoln Park Hauntings Ghost Investigation Tour

Chicago Lakefront and Museum Campus Small-Group Segway Tour

Chicago Millennium Park Self-Guided Walking Tour

Offbeat Street Art Tour of Chicago: Urban Graffiti and Murals

Chicago Pizza Tour

Haunted Chicago Ghost and Pub Walking Tour

Chicago Instagram Walking Tour: Most Famous Spots

Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour

Fulton Market Delicious Donut Adventure & Walking Food Tour

Windy City Ghosts: Hauntings of Chicago Walking Tour

Underground Donut Tour - Chicago's First Donut Tour

WALKIN' WITH COLIN! Chicago : History-Mystery-Comedy-Tragedy

Cirque du Soleil 2026: LUZIA in Miami

Chicago Highlights: Experiences to Remember

The Jazz Room: Tribute to The Blues

AirOtic Naughty Noël

An Idiot’s Guide to Wine

Ballet of Lights: Sleeping Beauty in a Sparkling Show

Santa's Secret Immersive Holiday Experience

Passport to Santa

Harry Potter™: A Forbidden Forest Experience

Wondra: Immerse yourself in the magic of nature

Lightscape at Chicago Botanic Garden

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