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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34 experiences

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Schaumburg Regional Airport
Private 45-Minute Chicago Skyline Helicopter Tour
5.0
(1)
17 Aug - 26 Sep
From $283.00
Phoenix Restaurant
Chicago: Chinatown Food & Culture Walking Tour
16 Aug - 11 Oct
$80.00
Navy Pier
Chicago Night Bus Tour
5.0
(3)
15 Aug - 12 Oct
From $39.00
Doughnut Vault
Underground Donut Tour - Chicago's First Donut Tour
4.6
(42)
17 Aug - 29 Oct
From $57.95
Chicago Crime Tours and Experiences - Gangsters, Mobsters and Criminals
Chicago Crime & Mob Bus Tour: Criminals, Mobsters and Gangsters
4.9
(8)
15 Aug - 13 Oct
$49.00
Fannie May
Chicago: Architecture Foundation Center River Cruise aboard Chicago's First Lady
5.0
(8)
16 Aug - 11 Oct
From $24.00
Chicago Crime Tours and Experiences - Gangsters, Mobsters and Criminals
Chicago Crime and Mob Tour
4.6
(21)
15 Aug - 29 Oct
$48.95
Chicago History Museum
Lincoln Park Hauntings Ghost Investigation Tour
5.0
(1)
16 Aug - 09 Sep
$40.00
226 South Wabash Avenue, 60604, Chicago
Hidden In Plain Sight: Chicago Prohibition Tour
5.0
(4)
17 Aug - 09 Oct
$45.00
1 N Dearborn
WALKIN' WITH COLIN! Chicago : History-Mystery-Comedy-Tragedy
5.0
(1)
16 Aug - 11 Feb
From $33.00
Chicago Architecture Center
Architecture of the Magnificent Mile
5.0
(3)
16 Aug - 08 Nov
$35.00
Chicago Architecture Center
Chicago Architecture: A Walk Through Time
17 Aug - 12 Nov
$30.00
Oz Park
Windy City Ghosts: Hauntings of Chicago Walking Tour
4.2
(5)
16 Aug - 11 Feb
From $26.00
The Art Institute of Chicago
The Art Institute of Chicago: Skip-The-Line & Semi-Private Tour
17 Aug - 13 Nov
From $58.30
The Art Institute of Chicago
The Art Institute of Chicago: Skip The Line Ticket + Exclusive Guided Tour
17 Aug - 09 Nov
$84.00
226 South Wabash Avenue, 60604, Chicago
Original Chicago Prohibition Tour
4.8
(8)
16 Aug - 10 Oct
$55.00
Bobby's Bike Hike - Chicago Bike, Walking & Food Tours
Chicago: Guided Bike Tour
16 Aug - 07 Nov
$55.00
Chicago Cultural Center
Tiffany in Chicago: Guided Tour
4.5
(2)
18 Aug - 10 Nov
$30.00
V9RQ+VM Chicago
Big Bus Chicago Sunset Tour
16 Aug - 12 Oct
From $31.50
521 North State Street
Chicago Instagram Walking Tour: Most Famous Spots
16 Aug - 29 Oct
From $152.95
Shake Shack Chicago Athletic Association
Chicago Insta Walk with Digital and Polaroid Photoshoot
16 Aug - 11 Feb
$169.00
Millennium Park Welcome Center
Chicago Millennium Park Self-Guided Walking Tour
5.0
(1)
15 Aug - 11 Feb
$15.00
164 W Eugenie St
Workers Cottages of Oldtown Triangle Walking Tour
22 Aug - 20 Sep
$45.00
Glessner House
Prairie Avenue Haunted History Tour and Ghost Hunt
20 Aug - 17 Dec
$40.00
300 E Monroe St
2-Hour Chicago Fireworks Segway Tour
5.0
(2)
19 Aug - 02 Sep
$68.00
Chicago's Signature Dishes
Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour
5.0
(6)
16 Aug - 29 Oct
$88.95
300 E Monroe St
Chicago Lakefront and Museum Campus Small-Group Segway Tour
16 Aug - 31 Oct
$70.00
Do-Rite Donuts & Chicken
Fulton Market Delicious Donut Adventure & Walking Food Tour
5.0
(2)
16 Aug - 06 Feb
From $70.00
Glascott’s Saloon
Haunted Chicago Ghost and Pub Walking Tour
4.2
(5)
15 Aug
$35.82
Chicago Architecture Center
Visit in French: The Evolution of the Skyscraper
22 Aug - 10 Oct
$35.00
540 N Lakeshore Dr Condo
Bike Tour of Chicago's Lakefront Neighborhoods
5.0
(1)
16 Aug - 07 Nov
$59.00
1235 W Randolph St, Chicago, IL , USA
Pizza City USA West Loop Pizza Crawl
5.0
(2)
22 Aug
$79.00
Chicago's Chinatown Food and Walking Tour
4.9
(28)
16 Aug - 29 Oct
From $79.94
Labriola Chicago
Pizza City USA Friday Downtown Pizza Walk
21 Aug
$79.00

Private 45-Minute Chicago Skyline Helicopter Tour

Chicago: Chinatown Food & Culture Walking Tour

Chicago Night Bus Tour

Underground Donut Tour - Chicago's First Donut Tour

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

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

Chicago Crime and Mob Tour

Lincoln Park Hauntings Ghost Investigation Tour

Hidden In Plain Sight: Chicago Prohibition Tour

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

Architecture of the Magnificent Mile

Chicago Architecture: A Walk Through Time

Windy City Ghosts: Hauntings of Chicago Walking Tour

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

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

Original Chicago Prohibition Tour

Chicago: Guided Bike Tour

Tiffany in Chicago: Guided Tour

Big Bus Chicago Sunset Tour

Chicago Instagram Walking Tour: Most Famous Spots

Chicago Insta Walk with Digital and Polaroid Photoshoot

Chicago Millennium Park Self-Guided Walking Tour

Workers Cottages of Oldtown Triangle Walking Tour

Prairie Avenue Haunted History Tour and Ghost Hunt

2-Hour Chicago Fireworks Segway Tour

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

Chicago Lakefront and Museum Campus Small-Group Segway Tour

Fulton Market Delicious Donut Adventure & Walking Food Tour

Haunted Chicago Ghost and Pub Walking Tour

Visit in French: The Evolution of the Skyscraper

Bike Tour of Chicago's Lakefront Neighborhoods

Pizza City USA West Loop Pizza Crawl

Chicago's Chinatown Food and Walking Tour

Pizza City USA Friday Downtown Pizza Walk

Chicago Highlights: Experiences to Remember

Murder on the Rocks: A Murder Mystery Cocktail Experience

Serial Killer Speakeasy - Chicago, IL

Ballet of Lights: Sleeping Beauty in a Sparkling Show

AirOtic Soirée (Chicago)

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

Drunk Shakespeare Chicago!

Sinatra Under The Stars at AIRE Rooftop

Serial Killer: The Exhibition World Tour - Chicago

SAW The Musical: The Unauthorized Parody of Saw - Direct from New York (Off-Broadway National Tour) - Live in Chicago

Chicago's Best Stand Up at Laugh Factory Chicago