Tours/Chicago/Chicago Gangsters and Ghosts Walking Tour
Viator · group up to 25 pax

Chicago Gangsters and Ghosts Walking Tour

4.8(4)Chicago1 hour
TRIPADVISOR4.8(4)

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

DepartureTime:11:00:00
DepartureTime:20:00:00
DepartureTime:13:00:00
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
4 reviews
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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(4)

R
R5960JIginam
July 1, 2026
Phenomenal

We had the best time! Chris was amazing !! You have a true gem on your payroll! So informative and entertaining! Just wonderful!!

V
Venture65485490670
July 1, 2026
Ghost toir

Chris was a good guide. The stories were interesting & he was very well spoken

B
barbaramasters5
June 30, 2026
Gangsters and Ghosts of Chicago Tour Experience

The tour was an enjoyable opportunity to see a part of the city which we had not and to hear some stories which we had not heard...we were a small group so our leader Peyton was not having to yell to be heard...she was very outgoing and her enthusiasm was contagious!

M
meghankQ2834PQ
June 29, 2026
Great experience!

Chris was great! Very knowledgeable, funny, and provided a great experience.

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