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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26 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)
22 Nov - 19 Jan
$49.00
226 South Wabash Avenue, 60604, Chicago
Hidden In Plain Sight: Chicago Prohibition Tour
5.0
(4)
24 Nov - 16 Jan
$40.50
Phoenix Restaurant
Chicago: Chinatown Food & Culture Walking Tour
22 Nov - 18 Jan
$72.00
Chicago's Chinatown Food and Walking Tour
4.9
(25)
22 Nov - 02 Feb
From $79.94
226 South Wabash Avenue, 60604, Chicago
Original Chicago Prohibition Tour
4.7
(6)
23 Nov - 17 Jan
$55.00
Skydeck Chicago
Best of Chicago Small Group Tour
22 Nov - 20 Jan
From $16.00
Fannie May
Chicago: Architecture Foundation Center River Cruise aboard Chicago's First Lady
5.0
(6)
22 - 23 Nov
From $24.00
Chicago Architecture Center
Architecture of the Magnificent Mile
5.0
(3)
23 Nov - 14 Feb
$35.00
Chicago Architecture Center
Chicago Architecture: A Walk Through Time
23 Nov - 15 Feb
$30.00
Oz Park
Windy City Ghosts: Hauntings of Chicago Walking Tour
4.2
(5)
22 Nov - 04 Feb
$32.00
American Writers Museum
Interactive Self-Guided True Crime Mystery Scavenger Hunt in Chicago Loop
22 - 30 Nov
$21.00
Chicago Cultural Center
Tiffany in Chicago: Guided Tour
4.5
(2)
25 Nov - 17 Feb
$27.00
Pritzker Park
Chicago Exploration Game - Mystery Walk with Pub & Cafe Stops
22 Nov - 31 Dec
$20.00
The Art Institute of Chicago
Eastside Chicago Exploration Game
5.0
(2)
$7.99
Four Star Mushrooms
Explore Chicago’s Indoor Mushroom Farm Experience
5.0
(7)
22 Nov - 20 Dec
From $20.00
Chicago History Museum
Ghosts of Chicago: City Exploration Game
4.8
(4)
$9.99
Shake Shack Chicago Athletic Association
Chicago Insta Walk with Digital and Polaroid Photoshoot
23 Nov - 04 Feb
$169.00
Do-Rite Donuts & Chicken
Fulton Market Delicious Donut Adventure & Walking Food Tour
5.0
(2)
23 Nov - 04 Feb
From $70.00
Doughnut Vault
Underground Donut Tour - Chicago's First Donut Tour
4.6
(41)
23 Nov - 05 Feb
From $57.95
300 E Monroe St
Chicago Lakefront and Museum Campus Small-Group Segway Tour
22 Nov - 05 Feb
From $65.00
521 North State Street
Chicago Instagram Walking Tour: Most Famous Spots
22 Nov - 05 Feb
From $152.95
Millennium Park Welcome Center
Chicago Millennium Park Self-Guided Walking Tour
5.0
(1)
22 Nov - 04 Feb
$15.00
Chicago's Signature Dishes
Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour
5.0
(6)
22 Nov - 01 Feb
$88.95
Chicago Crime Tours and Experiences - Gangsters, Mobsters and Criminals
Chicago Crime and Mob Tour
4.6
(19)
22 Nov - 02 Feb
$48.95
1 N Dearborn
WALKIN' WITH COLIN! Chicago : History-Mystery-Comedy-Tragedy
5.0
(1)
24 Nov - 03 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

Hidden In Plain Sight: Chicago Prohibition Tour

Chicago: Chinatown Food & Culture Walking Tour

Chicago's Chinatown Food and Walking Tour

Original Chicago Prohibition Tour

Best of Chicago Small Group Tour

Chicago: Architecture Foundation Center River Cruise aboard Chicago's First Lady

Architecture of the Magnificent Mile

Chicago Architecture: A Walk Through Time

Windy City Ghosts: Hauntings of Chicago Walking Tour

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

Tiffany in Chicago: Guided Tour

Chicago Exploration Game - Mystery Walk with Pub & Cafe Stops

Eastside Chicago Exploration Game

Explore Chicago’s Indoor Mushroom Farm Experience

Ghosts of Chicago: City Exploration Game

Chicago Insta Walk with Digital and Polaroid Photoshoot

Fulton Market Delicious Donut Adventure & Walking Food Tour

Underground Donut Tour - Chicago's First Donut Tour

Chicago Lakefront and Museum Campus Small-Group Segway Tour

Chicago Instagram Walking Tour: Most Famous Spots

Chicago Millennium Park Self-Guided Walking Tour

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

Chicago Crime and Mob 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 Soul

AirOtic Naughty Noël

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

The Jazz Room: Tribute to The Blues

Drunk Shakespeare Chicago!

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

Harry Potter™: A Forbidden Forest Experience

Cirque du Soleil 2026: LUZIA in Oaks

Wondra: Immerse yourself in the magic of nature

Lightscape at Chicago Botanic Garden