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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28 experiences

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Chicago Crime Tours and Experiences - Gangsters, Mobsters and Criminals
Chicago Crime & Mob Bus Tour: Criminals, Mobsters and Gangsters
4.8
(4)
26 Nov - 19 Jan
$49.00
Chicago's Chinatown Food and Walking Tour
4.9
(25)
26 Nov - 09 Feb
From $79.94
226 South Wabash Avenue, 60604, Chicago
Hidden In Plain Sight: Chicago Prohibition Tour
5.0
(4)
26 Nov - 23 Jan
$40.50
Phoenix Restaurant
Chicago: Chinatown Food & Culture Walking Tour
26 Nov - 18 Jan
$72.00
Four Star Mushrooms
Explore Chicago’s Indoor Mushroom Farm Experience
5.0
(7)
13 - 26 Dec
$20.00
Chicago Crime Tours and Experiences - Gangsters, Mobsters and Criminals
Chicago Crime and Mob Tour
4.6
(19)
26 Nov - 08 Feb
$48.95
226 South Wabash Avenue, 60604, Chicago
Original Chicago Prohibition Tour
4.7
(6)
30 Nov - 24 Jan
$55.00
Skydeck Chicago
Best of Chicago Small Group Tour
26 Nov - 20 Jan
From $16.00
American Writers Museum
Interactive Self-Guided True Crime Mystery Scavenger Hunt in Chicago Loop
27 - 30 Nov
$21.00
Chicago Architecture Center
Architecture of the Magnificent Mile
5.0
(3)
28 Nov - 21 Feb
$35.00
Chicago Architecture Center
Chicago Architecture: A Walk Through Time
26 Nov - 22 Feb
$30.00
Oz Park
Windy City Ghosts: Hauntings of Chicago Walking Tour
4.2
(5)
26 Nov - 09 Feb
$32.00
Chicago Cultural Center
Tiffany in Chicago: Guided Tour
4.5
(2)
02 Dec - 17 Feb
$27.00
Pritzker Park
Chicago Exploration Game - Mystery Walk with Pub & Cafe Stops
26 Nov - 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
61 E Madison St
Chicago Pizza Tour
4.5
(8)
30 Nov - 07 Feb
$0.00
Shake Shack Chicago Athletic Association
Chicago Insta Walk with Digital and Polaroid Photoshoot
27 Nov - 09 Feb
$169.00
Chicago History Museum
Lincoln Park Hauntings Ghost Investigation Tour
5.0
(1)
26 Nov - 08 Feb
$40.00
300 E Monroe St
Chicago Lakefront and Museum Campus Small-Group Segway Tour
26 Nov - 09 Feb
From $65.00
521 North State Street
Chicago Instagram Walking Tour: Most Famous Spots
27 Nov - 09 Feb
From $152.95
Glascott’s Saloon
Haunted Chicago Ghost and Pub Walking Tour
4.2
(5)
28 Nov - 08 Feb
$35.82
Millennium Park Welcome Center
Chicago Millennium Park Self-Guided Walking Tour
5.0
(1)
26 Nov - 09 Feb
$15.00
Do-Rite Donuts & Chicken
Fulton Market Delicious Donut Adventure & Walking Food Tour
5.0
(2)
28 Nov - 09 Feb
From $70.00
Chicago's Signature Dishes
Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour
5.0
(6)
26 Nov - 08 Feb
$88.95
Doughnut Vault
Underground Donut Tour - Chicago's First Donut Tour
4.6
(41)
28 Nov - 09 Feb
From $57.95
1 N Dearborn
WALKIN' WITH COLIN! Chicago : History-Mystery-Comedy-Tragedy
5.0
(1)
08 Dec - 09 Feb
$44.00
Miami
Cirque du Soleil 2026: LUZIA in Miami
20 Feb - 25 Apr
BLACK FRIDAY 20%
From $48.00 $38.40

City Tours in Chicago

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

Chicago's Chinatown Food and Walking Tour

Hidden In Plain Sight: Chicago Prohibition Tour

Chicago: Chinatown Food & Culture Walking Tour

Explore Chicago’s Indoor Mushroom Farm Experience

Chicago Crime and Mob Tour

Original Chicago Prohibition Tour

Best of Chicago Small Group Tour

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

Architecture of the Magnificent Mile

Chicago Architecture: A Walk Through Time

Windy City Ghosts: Hauntings of Chicago Walking Tour

Tiffany in Chicago: Guided Tour

Chicago Exploration Game - Mystery Walk with Pub & Cafe Stops

Eastside Chicago Exploration Game

Ghosts of Chicago: City Exploration Game

Chicago Pizza Tour

Chicago Insta Walk with Digital and Polaroid Photoshoot

Lincoln Park Hauntings Ghost Investigation Tour

Chicago Lakefront and Museum Campus Small-Group Segway Tour

Chicago Instagram Walking Tour: Most Famous Spots

Haunted Chicago Ghost and Pub Walking Tour

Chicago Millennium Park Self-Guided Walking Tour

Fulton Market Delicious Donut Adventure & Walking Food Tour

Bikes, Bites, and Brews: Chicago's Signature Dishes Bike 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 Jury Experience: Death on the Port Side

The Jazz Room: Tribute to Soul

The Jazz Room: Tribute to The Blues

Drunk Shakespeare Chicago!

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

Ballet of Lights: Sleeping Beauty in a Sparkling Show

The Magic Gateway: A Neon Portal Magic Show for Kids

Bingo Loco: The Ultimate Bingo Party

Lightscape at Chicago Botanic Garden

Dayshift Party