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
(6)
18 Jan - 17 Mar
$49.00
Four Star Mushrooms
Explore Chicago’s Indoor Mushroom Farm Experience
5.0
(8)
24 Jan - 26 Dec
$20.00
61 E Madison St
Chicago Pizza Tour
4.5
(8)
25 Jan - 29 Mar
$0.00
Doughnut Vault
Underground Donut Tour - Chicago's First Donut Tour
4.6
(41)
19 Jan - 03 Apr
From $57.95
226 South Wabash Avenue, 60604, Chicago
Original Chicago Prohibition Tour
4.7
(6)
24 Jan - 08 Mar
$55.00
Chicago Architecture Center
Architecture of the Magnificent Mile
5.0
(3)
23 Jan - 07 Mar
$35.00
American Writers Museum
Interactive Self-Guided True Crime Mystery Scavenger Hunt in Chicago Loop
18 Jan - 30 Nov
$21.00
Skydeck Chicago
Best of Chicago Small Group Tour
18 Jan - 01 Feb
From $16.00
Chicago Architecture Center
Chicago Architecture: A Walk Through Time
19 Jan - 09 Mar
$30.00
Phoenix Restaurant
Chicago: Chinatown Food & Culture Walking Tour
18 Jan - 15 Mar
$72.00
Chicago Cultural Center
Tiffany in Chicago: Guided Tour
4.5
(2)
20 Jan - 10 Mar
$27.00
226 South Wabash Avenue, 60604, Chicago
Hidden In Plain Sight: Chicago Prohibition Tour
5.0
(4)
19 Jan - 13 Mar
$40.50
226 S Wabash Ave, Chicago
Chicago Highlights Outdoor Exploration Game
New!
$9.99
Millennium Park Welcome Center
Chicago Millennium Park Self-Guided Walking Tour
5.0
(1)
18 Jan - 03 Apr
$15.00
Chicago History Museum
Lincoln Park Hauntings Ghost Investigation Tour
5.0
(1)
18 Jan - 03 Apr
$40.00
300 E Monroe St
Chicago Lakefront and Museum Campus Small-Group Segway Tour
16 Feb - 03 Apr
From $65.00
Shake Shack Chicago Athletic Association
Chicago Insta Walk with Digital and Polaroid Photoshoot
19 Jan - 03 Apr
$169.00
521 North State Street
Chicago Instagram Walking Tour: Most Famous Spots
19 Jan - 03 Apr
From $152.95
Glascott’s Saloon
Haunted Chicago Ghost and Pub Walking Tour
4.2
(5)
22 Jan - 03 Apr
$35.82
Chicago's Signature Dishes
Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour
5.0
(6)
18 Jan - 02 Apr
$88.95
540 N Lakeshore Dr Condo
Bike Tour of Chicago's Lakefront Neighborhoods
5.0
(1)
01 Mar - 02 Apr
$59.00
Chicago Crime Tours and Experiences - Gangsters, Mobsters and Criminals
Chicago Crime and Mob Tour
4.6
(19)
18 Jan - 03 Apr
From $48.95
Oz Park
Windy City Ghosts: Hauntings of Chicago Walking Tour
4.2
(5)
18 Jan - 03 Apr
$32.00
Do-Rite Donuts & Chicken
Fulton Market Delicious Donut Adventure & Walking Food Tour
5.0
(2)
19 Jan - 03 Apr
From $70.00
Chicago's Chinatown Food and Walking Tour
4.9
(25)
18 Jan - 03 Apr
From $79.94
1 N Dearborn
WALKIN' WITH COLIN! Chicago : History-Mystery-Comedy-Tragedy
5.0
(1)
20 Jan - 31 Mar
$44.00
Miami
Cirque du Soleil 2026: LUZIA in Miami
19 Feb - 25 Apr
From $60.95
Philadelphia
Cirque du Soleil 2026: LUZIA in Oaks
07 May - 07 Jun
From $44.00

City Tours in Chicago

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

Explore Chicago’s Indoor Mushroom Farm Experience

Chicago Pizza Tour

Underground Donut Tour - Chicago's First Donut Tour

Original Chicago Prohibition Tour

Architecture of the Magnificent Mile

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

Best of Chicago Small Group Tour

Chicago Architecture: A Walk Through Time

Chicago: Chinatown Food & Culture Walking Tour

Tiffany in Chicago: Guided Tour

Hidden In Plain Sight: Chicago Prohibition Tour

Chicago Highlights Outdoor Exploration Game

Chicago Millennium Park Self-Guided Walking Tour

Lincoln Park Hauntings Ghost Investigation Tour

Chicago Lakefront and Museum Campus Small-Group Segway Tour

Chicago Insta Walk with Digital and Polaroid Photoshoot

Chicago Instagram Walking Tour: Most Famous Spots

Haunted Chicago Ghost and Pub Walking Tour

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

Bike Tour of Chicago's Lakefront Neighborhoods

Chicago Crime and Mob Tour

Windy City Ghosts: Hauntings of Chicago Walking Tour

Fulton Market Delicious Donut Adventure & Walking Food Tour

Chicago's Chinatown Food and Walking Tour

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

Cirque du Soleil 2026: LUZIA in Miami

Cirque du Soleil 2026: LUZIA in Oaks

Chicago Highlights: Experiences to Remember

DroneArt Show - Waitlist

Ballet of Lights: Sleeping Beauty in a Sparkling Show

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

Drunk Shakespeare Chicago!

Spray Paint 'n' Sip Urban Art Workshop

Tea Time at the Tip Top Tap

Mad Hatter’s (Gin &) Tea Party - Waitlist

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

LIV Golf Chicago 2026

The Art Institute of Chicago: Fast Pass