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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39 experiences

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Phoenix Restaurant
Chicago: Chinatown Food & Culture Walking Tour
14 Aug - 05 Oct
From $80.00
Chicago Crime Tours and Experiences - Gangsters, Mobsters and Criminals
Chicago Crime & Mob Bus Tour: Criminals, Mobsters and Gangsters
4.8
(4)
14 Aug - 07 Oct
From $49.00
226 South Wabash Avenue, 60604, Chicago
Hidden In Plain Sight: Chicago Prohibition Tour
5.0
(3)
14 Aug - 10 Oct
From $45.00
Wendella Tours & Cruises
Chicago Lake and River Architecture Tour
4.7
(85)
14 Aug - 28 Oct
From $44.95
Chicago Cultural Center
Tiffany in Chicago: Guided Tour
4.5
(2)
19 Aug - 07 Oct
From $30.00
Chicago's Chinatown Food and Walking Tour
4.9
(24)
14 Aug - 27 Oct
From $79.94
Chicago's Signature Dishes
Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour
5.0
(5)
14 Aug - 27 Oct
From $88.95
1235 W Randolph St, Chicago, IL , USA
Pizza City USA West Loop Pizza Crawl
5.0
(2)
16 - 30 Aug
From $78.95
Fannie May
Chicago: Architecture Foundation Center River Cruise aboard Chicago's First Lady
5.0
(5)
14 Aug - 12 Oct
From $24.00
226 South Wabash Avenue, 60604, Chicago
Original Chicago Prohibition Tour
4.7
(6)
16 Aug - 11 Oct
From $55.00
Navy Pier
Chicago Night Bus Tour
14 Aug - 06 Oct
From $49.30
Glascott’s Saloon
Haunted Chicago Ghost and Pub Walking Tour
4.2
(5)
14 Aug - 26 Oct
From $35.82
Chicago Architecture Center
Architecture of the Magnificent Mile
5.0
(3)
15 Aug - 11 Oct
From $35.00
Skydeck Chicago
Best of Chicago Small Group Tour
14 Aug - 07 Oct
From $16.00
Chicago Architecture Center
Chicago Architecture: A Walk Through Time
14 Aug - 06 Oct
From $30.00
Oz Park
Windy City Ghosts: Hauntings of Chicago Walking Tour
14 Aug - 28 Oct
From $26.00
Chicago History Museum
Ghosts of Chicago: City Exploration Game
4.8
(4)
From $9.99
The Art Institute of Chicago
Eastside Chicago Exploration Game
5.0
(2)
From $7.99
Four Star Mushrooms
Explore Chicago’s Indoor Mushroom Farm Experience
5.0
(7)
13 Sep - 20 Dec
From $30.00
Glessner House
Prairie Avenue Haunted History Tour and Ghost Hunt
15 Aug - 27 Oct
From $37.00
Pritzker Park
Chicago Exploration Game - Mystery Walk with Pub & Cafe Stops
14 Aug - 31 Dec
From $20.00
Shake Shack Chicago Athletic Association
Chicago Insta Walk with Digital and Polaroid Photoshoot
15 Aug - 26 Oct
From $169.00
V9RQ+VM Chicago
Big Bus Chicago Sunset Tour
15 Aug - 18 Oct
From $35.00
300 E Monroe St
Chicago Lakefront and Museum Campus Small-Group Segway Tour
14 Aug - 28 Oct
From $70.00
521 North State Street
Chicago Instagram Walking Tour: Most Famous Spots
15 Aug - 28 Oct
From $152.95
Millennium Park Welcome Center
Chicago Millennium Park Self-Guided Walking Tour
5.0
(1)
14 Aug - 28 Oct
From $15.00
6016 S Ingleside Ave
Chicago's Midway, Movies, and the 1893 World's Fair Walking Tour
24 Aug - 21 Sep
From $50.00
The Goddess and Grocer
Offbeat Street Art Tour of Chicago: Urban Graffiti and Murals
4.6
(9)
15 Aug - 27 Oct
From $24.95
1237 N Hoyne Ave
Historic Homes and Cottages of Wicker Park Walking Tour
23 Aug - 25 Oct
From $45.00
Chicago Crime Tours and Experiences - Gangsters, Mobsters and Criminals
Chicago Crime and Mob Tour
4.6
(19)
14 Aug - 28 Oct
From $48.95
540 N Lakeshore Dr Condo
Bike Tour of Chicago's Lakefront Neighborhoods
5.0
(1)
14 Aug - 28 Oct
From $60.00
Labriola Chicago
Pizza City USA Friday Downtown Pizza Walk
15 - 29 Aug
From $78.95
1 N Dearborn
WALKIN' WITH COLIN! Chicago : History-Mystery-Comedy-Tragedy
15 Aug - 28 Oct
From $44.00
Chicago Cultural Center
Chicago Loop Scavenger Hunt
15 Aug - 28 Oct
From $13.03
Do-Rite Donuts & Chicken
Fulton Market Delicious Donut Adventure & Walking Food Tour
5.0
(2)
21 Aug - 24 Oct
From $65.00
164 W Eugenie St
Workers Cottages of Oldtown Triangle Walking Tour
07 Sep
From $45.00
American Writers Museum
Interactive Self-Guided True Crime Mystery Scavenger Hunt in Chicago Loop
14 Aug - 30 Nov
From $21.00
Chicago Architecture Center
Visit in French: The Evolution of the Skyscraper
16 Aug - 06 Sep
From $34.95
Doughnut Vault
Underground Donut Tour - Chicago's First Donut Tour
4.6
(40)
15 Aug - 28 Oct
From $54.95

Chicago: Chinatown Food & Culture Walking Tour

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

Hidden In Plain Sight: Chicago Prohibition Tour

Chicago Lake and River Architecture Tour

Tiffany in Chicago: Guided Tour

Chicago's Chinatown Food and Walking Tour

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

Pizza City USA West Loop Pizza Crawl

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

Original Chicago Prohibition Tour

Chicago Night Bus Tour

Haunted Chicago Ghost and Pub Walking Tour

Architecture of the Magnificent Mile

Best of Chicago Small Group Tour

Chicago Architecture: A Walk Through Time

Windy City Ghosts: Hauntings of Chicago Walking Tour

Ghosts of Chicago: City Exploration Game

Eastside Chicago Exploration Game

Explore Chicago’s Indoor Mushroom Farm Experience

Prairie Avenue Haunted History Tour and Ghost Hunt

Chicago Exploration Game - Mystery Walk with Pub & Cafe Stops

Chicago Insta Walk with Digital and Polaroid Photoshoot

Big Bus Chicago Sunset Tour

Chicago Lakefront and Museum Campus Small-Group Segway Tour

Chicago Instagram Walking Tour: Most Famous Spots

Chicago Millennium Park Self-Guided Walking Tour

Chicago's Midway, Movies, and the 1893 World's Fair Walking Tour

Offbeat Street Art Tour of Chicago: Urban Graffiti and Murals

Historic Homes and Cottages of Wicker Park Walking Tour

Chicago Crime and Mob Tour

Bike Tour of Chicago's Lakefront Neighborhoods

Pizza City USA Friday Downtown Pizza Walk

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

Chicago Loop Scavenger Hunt

Fulton Market Delicious Donut Adventure & Walking Food Tour

Workers Cottages of Oldtown Triangle Walking Tour

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

Visit in French: The Evolution of the Skyscraper

Underground Donut Tour - Chicago's First Donut Tour

Chicago Highlights: Experiences to Remember

The Jury Experience: Under the Knife: Botched & Buried

Drunk Shakespeare Chicago!

Armored Medieval Cage Fighting - Chicago - Waitlist

The Drone Saga: An Immersive Indoor Drone & Dance Show

The Colorbeat Drums: Movie Soundtracks in a Drum Light Show

We call it Flamenco: A Unique Spanish Dance Show

Bingo Loco: The Ultimate Bingo Party

ABBA Under The Stars at AIRE

The First Round: Meet New People Every Week

Rock the Rooftop: The Classic Rock Vault at AIRE Rooftop