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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30 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)
05 Nov - 30 Dec
From $49.00
Fannie May
Chicago: Architecture Foundation Center River Cruise aboard Chicago's First Lady
5.0
(6)
05 - 23 Nov
From $24.00
61 E Madison St
Chicago Pizza Tour
4.4
(7)
08 Nov - 18 Jan
From $0.00
Chicago Crime Tours and Experiences - Gangsters, Mobsters and Criminals
Chicago Crime and Mob Tour
4.6
(19)
05 Nov - 19 Jan
From $48.95
American Writers Museum
Interactive Self-Guided True Crime Mystery Scavenger Hunt in Chicago Loop
06 - 30 Nov
From $21.00
1 N Dearborn
WALKIN' WITH COLIN! Chicago : History-Mystery-Comedy-Tragedy
06 Nov - 19 Jan
From $44.00
226 South Wabash Avenue, 60604, Chicago
Original Chicago Prohibition Tour
4.7
(6)
09 Nov - 03 Jan
From $55.00
Chicago History Museum
Ghosts of Chicago: City Exploration Game
4.8
(4)
From $9.99
Chicago Cultural Center
Tiffany in Chicago: Guided Tour
4.5
(2)
11 Nov - 27 Jan
From $27.00
Chicago Architecture Center
Architecture of the Magnificent Mile
5.0
(3)
07 Nov - 31 Jan
From $35.00
Chicago Architecture Center
Chicago Architecture: A Walk Through Time
05 Nov - 31 Dec
From $30.00
Skydeck Chicago
Best of Chicago Small Group Tour
06 Nov - 30 Dec
From $16.00
226 South Wabash Avenue, 60604, Chicago
Hidden In Plain Sight: Chicago Prohibition Tour
5.0
(4)
05 Nov - 02 Jan
From $40.50
Phoenix Restaurant
Chicago: Chinatown Food & Culture Walking Tour
05 Nov - 28 Dec
From $72.00
Chicago's Chinatown Food and Walking Tour
4.9
(24)
05 Nov - 18 Jan
From $79.94
Pritzker Park
Chicago Exploration Game - Mystery Walk with Pub & Cafe Stops
05 Nov - 31 Dec
From $20.00
Four Star Mushrooms
Explore Chicago’s Indoor Mushroom Farm Experience
5.0
(7)
08 Nov - 20 Dec
From $20.00
The Art Institute of Chicago
Eastside Chicago Exploration Game
5.0
(2)
From $7.99
Do-Rite Donuts & Chicken
Fulton Market Delicious Donut Adventure & Walking Food Tour
5.0
(2)
07 Nov - 19 Jan
From $65.00
Doughnut Vault
Underground Donut Tour - Chicago's First Donut Tour
4.6
(41)
06 Nov - 19 Jan
From $57.95
300 E Monroe St
Chicago Lakefront and Museum Campus Small-Group Segway Tour
22 Dec - 19 Jan
From $65.00
Shake Shack Chicago Athletic Association
Chicago Insta Walk with Digital and Polaroid Photoshoot
06 Nov - 19 Jan
From $169.00
521 North State Street
Chicago Instagram Walking Tour: Most Famous Spots
06 Nov - 19 Jan
From $152.95
The Goddess and Grocer
Offbeat Street Art Tour of Chicago: Urban Graffiti and Murals
4.6
(9)
07 Nov - 05 Jan
From $24.95
Reid Murdoch Building
Chicago Hauntings Original Ghost Walk through Old Chicago
02 Jan
From $39.95
Chicago's Signature Dishes
Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour
5.0
(6)
05 Nov - 18 Jan
From $88.95
Oz Park
Windy City Ghosts: Hauntings of Chicago Walking Tour
4.2
(5)
05 Nov - 19 Jan
From $32.00
Millennium Park Welcome Center
Chicago Millennium Park Self-Guided Walking Tour
5.0
(1)
05 Nov - 19 Jan
From $15.00
Glascott’s Saloon
Haunted Chicago Ghost and Pub Walking Tour
4.2
(5)
06 Nov - 18 Jan
From $35.82
Miami
Cirque du Soleil 2026: LUZIA in Miami
20 Feb - 25 Apr
From $29.00

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

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

Chicago Pizza Tour

Chicago Crime and Mob Tour

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

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

Original Chicago Prohibition Tour

Ghosts of Chicago: City Exploration Game

Tiffany in Chicago: Guided Tour

Architecture of the Magnificent Mile

Chicago Architecture: A Walk Through Time

Best of Chicago Small Group Tour

Hidden In Plain Sight: Chicago Prohibition Tour

Chicago: Chinatown Food & Culture Walking Tour

Chicago's Chinatown Food and Walking Tour

Chicago Exploration Game - Mystery Walk with Pub & Cafe Stops

Explore Chicago’s Indoor Mushroom Farm Experience

Eastside Chicago Exploration Game

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 Insta Walk with Digital and Polaroid Photoshoot

Chicago Instagram Walking Tour: Most Famous Spots

Offbeat Street Art Tour of Chicago: Urban Graffiti and Murals

Chicago Hauntings Original Ghost Walk through Old Chicago

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

Windy City Ghosts: Hauntings of Chicago Walking Tour

Chicago Millennium Park Self-Guided Walking Tour

Haunted Chicago Ghost and Pub Walking Tour

Cirque du Soleil 2026: LUZIA in Miami

Chicago Highlights: Experiences to Remember

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

The Jury Experience: Death by AI: Who Pays the Price?

The Jury Experience: Death on the Port Side

AirOtic Naughty Noël

The Magic Gateway: A Magic Show for the Family

Harry Potter™: A Forbidden Forest Experience

Wondra: Immerse yourself in the magic of nature

Bingo Loco: The Ultimate Bingo Party

Santa's Secret Immersive Holiday Experience

Passport to Santa