Tours/Chicago/Chicago Gangsters and Ghosts Walking Tour

Chicago Gangsters and Ghosts Walking Tour

4.8(174)Chicago1 hour
VIATOR4.4(18)TRIPADVISOR4.8(156)
Chicago Gangsters and Ghosts Walking Tour
Chicago Gangsters and Ghosts Walking Tour
Chicago Gangsters and Ghosts Walking Tour
Chicago Gangsters and Ghosts Walking Tour
Chicago Gangsters and Ghosts Walking Tour
Chicago Gangsters and Ghosts Walking Tour
Chicago Gangsters and Ghosts Walking Tour
Chicago Gangsters and Ghosts Walking Tour
Chicago Gangsters and Ghosts Walking Tour
Chicago Gangsters and Ghosts Walking Tour
Chicago Gangsters and Ghosts Walking Tour
Chicago Gangsters and Ghosts Walking Tour
Chicago Gangsters and Ghosts Walking Tour
Chicago Gangsters and Ghosts Walking Tour
Chicago Gangsters and Ghosts Walking Tour
Chicago Gangsters and Ghosts Walking Tour
Chicago Gangsters and Ghosts Walking Tour
Chicago Gangsters and Ghosts Walking Tour
Chicago Gangsters and Ghosts Walking Tour
Chicago Gangsters and Ghosts Walking Tour
Chicago Gangsters and Ghosts Walking Tour
Chicago Gangsters and Ghosts Walking Tour
Chicago Gangsters and Ghosts Walking Tour
Chicago Gangsters and Ghosts Walking Tour
Chicago Gangsters and Ghosts Walking Tour
Chicago Gangsters and Ghosts Walking Tour
Chicago Gangsters and Ghosts Walking Tour

Description

We are the original, top-rated Gangsters and Ghosts tour! Hear the tales of the ghosts, and gangsters, that haunt the city. Explore the Chicago South Loop district with your historian guide, uncovering the many mysteries hidden behind every turn. Walk through Chicago's notorious South Loop, known as a vice district during the 1920s and 30s. Stroll through this now upmarket area of the city which was once home to underground speakeasies, secret tunnels, and bootleggers. Hear the true stories of Chicago's bloody past and the gangsters who caused havoc in the city. See the places notorious figures such as Al Capone used to party, make deals, and carry out "business". Discover the legends of the ghosts that are said to lure along the Chicago Riverwalk and the aptly named Death Alley. Stop at haunted locations including Palmer House, and the Chicago Theatre, before finishing outside the Congress Hotel, one of the most haunted places in Illinois.

Tour Options

Chicago Gangsters & Ghost Tour

Itinerary

20 min

As we cruise along the historic Chicago Riverwalk, look down at the dark waters that hold some of the city's deepest secrets. During the roaring 1920s, this waterfront was the lifeblood of Al Capone’s bootlegging empire

20 min

Snap a photo under one of the most iconic landmarks in the United States—the glowing, six-story-high "CHICAGO" marquee

20 min

step inside the breathtaking, gold-leafed lobby of the Palmer House, a masterpiece of Gilded Age opulence. While it looks like a royal palace today, this historic hotel holds a dark and legendary past

20 min

Stand beneath the gleaming, liquid-mercury surface of Cloud Gate—Chicago’s iconic center piecing sculpture

20 min

Guarded by its two famous bronze lions, The Art Institute of Chicago is world-renowned for its masterpieces—but it also holds a few spectral secrets.

20 min

Prepare yourself as we approach the imposing facade of the Congress Plaza Hotel, widely known as one of the most haunted buildings in Illinois. During the height of Prohibition, notorious mob boss Al Capone practically made this hotel his headquarters

Highlights

Visits inside the Palmer House
Guided walking tour
Historian guide

What's included

Included
Visits inside the Palmer House
Guided walking tour
Historian guide
Not included
Gratuities

Traveller Ratings

4.8
174 reviews
5
155
4
9
3
6
2
1
1
3

Important Information

  • Wheelchair accessible
  • Infants and small children can ride in a pram or stroller
  • Service animals allowed
  • Public transportation options are available nearby
  • Specialized infant seats are available
  • Transportation options are wheelchair accessible
  • All areas and surfaces are wheelchair accessible
  • Suitable for all physical fitness levels

Reviews(174)

1
120amyi
September 9, 2026
Great way to see the city

Great tour with lots of great stories. Chris did a great job!

G
GoschkaB
September 9, 2026
Wonderful

Matthew was a great story teller. He told the story in such detail that you could almost paint a picture of it. Wonderful experience

W
W6185NKjacobg
September 9, 2026
Good Spooky Time!

Chris was a great guide! He was a great orator and kept us on schedule. He also provided fantastic recommendations for restaurants, accommodations, and further sources to learn more about the stories he told. Was overall a great time!

2
216caryny
September 9, 2026
Entertaining and informative Chicago history tiur

Entertaining and informative tour that gives you a good sense of Chicago’s history. Braeden was terrific!

B
BFERGY
September 8, 2026
Bitchin’ Tour

Nathan? Andrew? I can’t remember. Kid had glasses and a red floral button up shirt with a safety pin as the top button. He killed it. Absolutely 10/10 he’s the man and should get a raise so he keeps doing this.

S
Sunshine02468321483
September 8, 2026
Chicago Gangster tour

Tanner was great and entertaining

A
Andy_K
September 8, 2026
Fun and informative tour....

Fun and informative tour. Max is a friendly and very enthusiastic guide with a wealth of knowledge on the subject matter.

C
Christina_R
September 7, 2026
Fun and entertaining

Peyton was great!!! Very entertaining and informative and an interesting activity for crime junkies!

Z
Z8366BEchristinar
September 7, 2026
Fun and entertaining :)

Peyton was great and the time was very interesting and something different do for any crime junkies out there!!

A
A2524PBjodym
September 7, 2026
Great informative walking tour

Carolyn was very friendly and provided a great and informative walking tour. She took the time to chat with most of the attendees and our group felt welcomed and well served. A good tour for an introduction to some of the history of Chicago. Many thanks Carolyn!

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4.8(174)
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