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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29 experiences

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The Art Institute of Chicago
The Art Institute of Chicago: Skip-The-Line & Semi-Private Tour
05 Sep - 29 Nov
From $58.30
Phoenix Restaurant
Chicago: Chinatown Food & Culture Walking Tour
03 Sep - 01 Nov
$80.00
Multiple locations
Chicago's Chinatown Food and Walking Tour
4.9
(28)
03 Sep - 17 Nov
From $79.94
Fannie May
Chicago: Architecture Foundation Center River Cruise aboard Chicago's First Lady
5.0
(8)
03 Sep - 01 Nov
From $24.00
Chicago Crime Tours and Experiences - Gangsters, Mobsters and Criminals
Chicago Crime & Mob Bus Tour: Criminals, Mobsters and Gangsters
4.9
(8)
03 Sep - 27 Oct
$49.00
Chicago Architecture Center
Chicago Architecture: A Walk Through Time
03 Sep - 24 Nov
$30.00
226 South Wabash Avenue, 60604, Chicago
Hidden In Plain Sight: Chicago Prohibition Tour
5.0
(4)
03 Sep - 30 Oct
$45.00
Chicago Architecture Center
Architecture of the Magnificent Mile
5.0
(3)
05 Sep - 22 Nov
$35.00
614 North Clark Street
Big Bus Chicago: Sunset Guided Bus Tour
5.0
(3)
03 - 07 Sep
From $39.00
226 South Wabash Avenue, 60604, Chicago
Original Chicago Prohibition Tour
4.8
(8)
06 Sep - 31 Oct
$55.00
The Art Institute of Chicago
The Art Institute of Chicago: Skip The Line Ticket + Exclusive Guided Tour
05 Sep - 30 Nov
$84.00
Chicago Cultural Center
Tiffany in Chicago: Guided Tour
4.5
(2)
08 Sep - 24 Nov
$30.00
Bobby's Bike Hike - Chicago Bike, Walking & Food Tours
Chicago: Guided Bike Tour
03 Sep - 07 Nov
$55.00
164 W Eugenie St
Workers Cottages of Oldtown Triangle Walking Tour
06 - 20 Sep
$45.00
521 North State Street
Chicago Instagram Walking Tour: Most Famous Spots
04 Sep - 17 Nov
From $152.95
Chicago History Museum
Lincoln Park Hauntings Ghost Investigation Tour
5.0
(1)
09 Sep
$40.00
Millennium Park Welcome Center
Chicago Millennium Park Self-Guided Walking Tour
5.0
(1)
04 Sep - 02 Mar
$15.00
Shake Shack Chicago Athletic Association
Chicago Insta Walk with Digital and Polaroid Photoshoot
04 Sep - 02 Mar
$169.00
Glessner House
Prairie Avenue Haunted History Tour and Ghost Hunt
10 Sep - 17 Dec
$40.00
Multiple locations
Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour
5.0
(6)
03 Sep - 17 Nov
$88.95
Multiple locations
Windy City Ghosts: Hauntings of Chicago Walking Tour
4.2
(5)
04 Sep - 02 Mar
$26.00
1 N Dearborn
WALKIN' WITH COLIN! Chicago : History-Mystery-Comedy-Tragedy
5.0
(2)
04 Sep - 02 Mar
From $33.00
Do-Rite Donuts & Chicken
Fulton Market Delicious Donut Adventure & Walking Food Tour
5.0
(2)
04 Sep - 27 Feb
$70.00
300 E Monroe St
Chicago Lakefront and Museum Campus Small-Group Segway Tour
04 Sep - 31 Oct
$70.00
Chicago Architecture Center
Visit in French: The Evolution of the Skyscraper
12 Sep - 10 Oct
$35.00
Multiple locations
Chicago Crime and Mob Tour
4.6
(21)
03 Sep - 17 Nov
$48.95
Schaumburg Regional Airport
Private 45-Minute Chicago Skyline Helicopter Tour
5.0
(1)
26 Sep - 31 Dec
$849.00
540 N Lakeshore Dr Condo
Bike Tour of Chicago's Lakefront Neighborhoods
5.0
(1)
04 Sep - 02 Mar
$59.00
Doughnut Vault
Underground Donut Tour - Chicago's First Donut Tour
4.6
(42)
04 Sep - 17 Nov
From $57.95

The Art Institute of Chicago: Skip-The-Line & Semi-Private Tour

Chicago: Chinatown Food & Culture Walking Tour

Chicago's Chinatown Food and Walking Tour

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

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

Chicago Architecture: A Walk Through Time

Hidden In Plain Sight: Chicago Prohibition Tour

Architecture of the Magnificent Mile

Big Bus Chicago: Sunset Guided Bus Tour

Original Chicago Prohibition Tour

The Art Institute of Chicago: Skip The Line Ticket + Exclusive Guided Tour

Tiffany in Chicago: Guided Tour

Chicago: Guided Bike Tour

Workers Cottages of Oldtown Triangle Walking Tour

Chicago Instagram Walking Tour: Most Famous Spots

Lincoln Park Hauntings Ghost Investigation Tour

Chicago Millennium Park Self-Guided Walking Tour

Chicago Insta Walk with Digital and Polaroid Photoshoot

Prairie Avenue Haunted History Tour and Ghost Hunt

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

Windy City Ghosts: Hauntings of Chicago Walking Tour

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

Fulton Market Delicious Donut Adventure & Walking Food Tour

Chicago Lakefront and Museum Campus Small-Group Segway Tour

Visit in French: The Evolution of the Skyscraper

Chicago Crime and Mob Tour

Private 45-Minute Chicago Skyline Helicopter Tour

Bike Tour of Chicago's Lakefront Neighborhoods

Underground Donut Tour - Chicago's First Donut Tour

Chicago Highlights: Experiences to Remember

Minecraft Experience: Villager Rescue

An Idiot’s Guide to Wine

Chicago's Theatre of Magic at the Palmer House a Hilton Hotel

Ballet of Lights: Sleeping Beauty in a Sparkling Show

Twisted Tarot: Where Comedy Meets Fate and the Secrets of Tarot

Chicago's Best Stand Up at Laugh Factory Chicago

Serial Killer: The Exhibition World Tour - Chicago

Superminds Academy by Mindsee: The family challenge that trains focus through games kids love

AMMA: Armored Cage Fighting 2026 - Chicago-Land

Titanic: A Voyage Through Time