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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41 experiences

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Chicago Crime Tours and Experiences - Gangsters, Mobsters and Criminals
Chicago Crime & Mob Bus Tour: Criminals, Mobsters and Gangsters
4.7
(3)
09 May - 08 Jul
From $49.00
226 South Wabash Avenue, 60604, Chicago
Hidden In Plain Sight: Chicago Prohibition Tour
5.0
(2)
09 May - 04 Jul
From $45.00
Fannie May
Chicago: Architecture Foundation Center River Cruise aboard Chicago's First Lady
5.0
(4)
09 May - 06 Jul
From $24.00
Chicago Crime Tours and Experiences - Gangsters, Mobsters and Criminals
Chicago Crime and Mob Tour
4.6
(19)
09 May - 23 Jul
From $48.95
Oz Park
Windy City Ghosts: Hauntings of Chicago Walking Tour
09 May - 22 Jul
From $32.00
Four Star Mushrooms
Behind the scenes Tour of indoor mushroom farm
5.0
(1)
10 May - 20 Dec
From $30.00
Chicago Architecture Center
Chicago Architecture: A Walk Through Time
09 May - 30 Jun
From $30.00
Chicago Architecture Center
Architecture of the Magnificent Mile
5.0
(3)
10 May - 05 Jul
From $35.00
Navy Pier
Chicago Night Bus Tour
09 May - 07 Jul
From $43.50
226 South Wabash Avenue, 60604, Chicago
Original Chicago Prohibition Tour
4.7
(6)
10 May - 29 Jun
From $55.00
Skydeck Chicago
Best of Chicago Small Group Tour
09 May - 08 Jul
From $16.00
Phoenix Restaurant
Chicago: Chinatown Food & Culture Walking Tour
09 May - 06 Jul
From $80.00
Chicago Cultural Centre
Tiffany in Chicago: Guided Tour
4.5
(2)
20 May - 01 Jul
From $30.00
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
Pritzker Park
Chicago Exploration Game - Mystery Walk with Pub & Cafe Stops
09 May - 31 Dec
From $20.00
Chicago's Signature Dishes
Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour
5.0
(5)
09 May - 22 Jul
From $88.95
American Writers Museum
Interactive Self-Guided True Crime Mystery Scavenger Hunt in Chicago Loop
09 May - 30 Nov
From $21.00
Chicago's Chinatown Food and Walking Tour
4.9
(22)
09 May - 21 Jul
From $79.94
Wendella Tours & Cruises
Chicago Lake and River Architecture Tour
4.7
(82)
09 May - 23 Jul
From $44.95
1235 W Randolph St, Chicago, IL , USA
Pizza City USA West Loop Pizza Crawl
5.0
(1)
24 May - 05 Jul
From $78.95
300 E Monroe St
2-Hour Chicago Fireworks Segway Tour
5.0
(2)
28 May - 23 Jul
From $80.00
300 E Monroe St
Chicago Lakefront and Museum Campus Small-Group Segway Tour
09 May - 23 Jul
From $70.00
Millennium Park Welcome Center
Chicago Millennium Park Self-Guided Walking Tour
5.0
(1)
09 May - 23 Jul
From $15.00
V9RQ+VM Chicago
Big Bus Chicago Sunset Tour
10 May - 19 Jul
From $28.50
Shake Shack Chicago Athletic Association
Chicago Insta Walk with Digital and Polaroid Photoshoot
11 May - 23 Jul
From $169.00
The Goddess and Grocer
Offbeat Street Art Tour of Chicago: Urban Graffiti and Murals
4.6
(9)
10 May - 20 Jul
From $24.95
Chicago Architecture Center
Visit in French: The Evolution of the Skyscraper
14 - 21 Jun
From $34.95
Chicago History Museum
Lincoln Park Hauntings Ghost Investigation Tour
09 May - 22 Jul
From $40.00
540 N Lakeshore Dr Condo
Bike Tour of Chicago's Lakefront Neighborhoods
5.0
(1)
09 May - 22 Jul
From $60.00
521 North State Street
Chicago Instagram Walking Tour: Most Famous Spots
10 May - 23 Jul
From $152.95
1 N Dearborn
WALKIN' WITH COLIN! Chicago : History-Mystery-Comedy-Tragedy
09 May - 22 Jul
From $33.00
164 W Eugenie St
Workers Cottages of Oldtown Triangle Walking Tour
11 May - 12 Jul
From $45.00
Labriola Chicago
Pizza City USA Friday Downtown Pizza Walk
23 May - 04 Jul
From $78.95
1237 N Hoyne Ave
Historic Homes and Cottages of Wicker Park Walking Tour
10 May - 19 Jul
From $45.00
Glascott’s Saloon
Haunted Chicago Ghost and Pub Walking Tour
4.2
(5)
09 May - 20 Jul
From $35.82
The Congress Plaza Hotel & Convention Center
The Devil in the White City: A Haunting History Tour
5.0
(2)
17 May - 21 Jun
From $64.00
6016 S Ingleside Ave
Chicago's Midway, Movies, and the 1893 World's Fair Walking Tour
01 Jun
From $40.00
Doughnut Vault
Underground Donut Tour - Chicago's First Donut Tour
4.6
(39)
10 May - 23 Jul
From $64.95
159 E Monroe St
Ferris Bueller Movie Tour at the Art Institute of Chicago
5.0
(1)
13 Jul
From $40.00
Do-Rite Donuts & Chicken
Fulton Market Delicious Donut Adventure & Walking Food Tour
5.0
(2)
16 May - 19 Jul
From $65.00

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

Hidden In Plain Sight: Chicago Prohibition Tour

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

Chicago Crime and Mob Tour

Windy City Ghosts: Hauntings of Chicago Walking Tour

Behind the scenes Tour of indoor mushroom farm

Chicago Architecture: A Walk Through Time

Architecture of the Magnificent Mile

Chicago Night Bus Tour

Original Chicago Prohibition Tour

Best of Chicago Small Group Tour

Chicago: Chinatown Food & Culture Walking Tour

Tiffany in Chicago: Guided Tour

Ghosts of Chicago: City Exploration Game

Eastside Chicago Exploration Game

Chicago Exploration Game - Mystery Walk with Pub & Cafe Stops

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

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

Chicago's Chinatown Food and Walking Tour

Chicago Lake and River Architecture Tour

Pizza City USA West Loop Pizza Crawl

2-Hour Chicago Fireworks Segway Tour

Chicago Lakefront and Museum Campus Small-Group Segway Tour

Chicago Millennium Park Self-Guided Walking Tour

Big Bus Chicago Sunset Tour

Chicago Insta Walk with Digital and Polaroid Photoshoot

Offbeat Street Art Tour of Chicago: Urban Graffiti and Murals

Visit in French: The Evolution of the Skyscraper

Lincoln Park Hauntings Ghost Investigation Tour

Bike Tour of Chicago's Lakefront Neighborhoods

Chicago Instagram Walking Tour: Most Famous Spots

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

Workers Cottages of Oldtown Triangle Walking Tour

Pizza City USA Friday Downtown Pizza Walk

Historic Homes and Cottages of Wicker Park Walking Tour

Haunted Chicago Ghost and Pub Walking Tour

The Devil in the White City: A Haunting History Tour

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

Underground Donut Tour - Chicago's First Donut Tour

Ferris Bueller Movie Tour at the Art Institute of Chicago

Fulton Market Delicious Donut Adventure & Walking Food Tour

Chicago Highlights: Experiences to Remember

Sinatra Under The Stars at AIRE

Authentic Flamenco Presents Patricia Donn in Chicago

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

Bingo Loco: The Ultimate Bingo Party

ABBA Under The Stars at AIRE

Wizards and Wands Experience: Magical Mixology - Chicago

Uncharted: Escape Room Trilogy

Jumanji VR: Reverse the Curse

Dayshift Party

LIV Golf Chicago 2025 - Hospitality