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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27 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)
16 Jan - 10 Mar
$49.00
Four Star Mushrooms
Explore Chicago’s Indoor Mushroom Farm Experience
5.0
(8)
17 Jan - 26 Dec
$20.00
61 E Madison St
Chicago Pizza Tour
4.5
(8)
31 Jan - 29 Mar
$0.00
Doughnut Vault
Underground Donut Tour - Chicago's First Donut Tour
4.6
(41)
16 Jan - 31 Mar
From $57.95
226 South Wabash Avenue, 60604, Chicago
Original Chicago Prohibition Tour
4.7
(6)
17 Jan - 08 Mar
$55.00
Chicago Architecture Center
Architecture of the Magnificent Mile
5.0
(3)
16 Jan - 07 Mar
$35.00
Skydeck Chicago
Best of Chicago Small Group Tour
18 Jan - 10 Mar
From $16.00
Chicago Architecture Center
Chicago Architecture: A Walk Through Time
16 Jan - 09 Mar
$30.00
Phoenix Restaurant
Chicago: Chinatown Food & Culture Walking Tour
15 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)
15 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)
15 Jan - 31 Mar
$15.00
American Writers Museum
Interactive Self-Guided True Crime Mystery Scavenger Hunt in Chicago Loop
15 Jan - 30 Nov
$21.00
300 E Monroe St
Chicago Lakefront and Museum Campus Small-Group Segway Tour
04 Feb - 31 Mar
From $65.00
Shake Shack Chicago Athletic Association
Chicago Insta Walk with Digital and Polaroid Photoshoot
16 Jan - 31 Mar
$169.00
521 North State Street
Chicago Instagram Walking Tour: Most Famous Spots
16 Jan - 31 Mar
From $152.95
Glascott’s Saloon
Haunted Chicago Ghost and Pub Walking Tour
4.2
(5)
16 Jan - 29 Mar
From $35.82
Chicago's Signature Dishes
Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour
5.0
(6)
18 Jan - 29 Mar
$88.95
540 N Lakeshore Dr Condo
Bike Tour of Chicago's Lakefront Neighborhoods
5.0
(1)
01 - 29 Mar
$59.00
Oz Park
Windy City Ghosts: Hauntings of Chicago Walking Tour
4.2
(5)
15 Jan - 31 Mar
$32.00
Chicago Crime Tours and Experiences - Gangsters, Mobsters and Criminals
Chicago Crime and Mob Tour
4.6
(19)
16 Jan - 31 Mar
From $48.95
Do-Rite Donuts & Chicken
Fulton Market Delicious Donut Adventure & Walking Food Tour
5.0
(2)
16 Jan - 31 Mar
From $70.00
Chicago's Chinatown Food and Walking Tour
4.9
(25)
15 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 $59.36 $48.76
Philadelphia
Cirque du Soleil 2026: LUZIA in Oaks
07 May - 07 Jun
From $44.00 $35.20

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

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

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

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

Windy City Ghosts: Hauntings of Chicago Walking Tour

Chicago Crime and Mob 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

The Jury Experience – Death by AI: Will Chicago Make Justice?

AirOtic Soirée Presents: LoveStruck (Chicago)

DroneArt Show - Waitlist

The Jazz Room: A Tribute to Frank Sinatra & Louis Armstrong

Tea Time at the Tip Top Tap

Explore Chicago’s Indoor Mushroom Farm Experience

Bingo Loco: The Ultimate Bingo Party

The Art Institute of Chicago: Fast Pass

Wondra: Immerse yourself in the magic of nature

Cirque du Soleil 2026: LUZIA in Oaks