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

Chicago Gangsters and Ghosts Walking Tour

4.7(117)Chicago1 hour
VIATOR4.1(10)TRIPADVISOR4.8(107)

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

4.7
117 reviews
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100
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8
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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(117)

H
Happiness37001723288
August 19, 2026
Excellent tour

Chris is a great tour guide, the tour is awesome

A
alisaw522
August 19, 2026
Gangsters Chicago

Chris absolutely made this tour! He was incredibly knowledgeable, engaging and a fantastic storyteller who brought Chicago’s history, gangsters and ghost stories to life. He was definitely the highlight of the experience and made the tour both entertaining and fascinating. The history and stories throughout the tour were great and we learned a lot about Chicago that we never would have known otherwise. The only thing we would have enjoyed was getting to actually go inside some of the locations rather than seeing most of them from the outside. That said, Chris’s personality, knowledge and storytelling really made the experience. He kept the tour interesting and fun from beginning to end. If you take this tour, ask for Chris if you can, he’s worth it!

G
Go614121
August 19, 2026
Great storytelling!

Chris was great! He’s a natural born storyteller, warm, funny, and personable. We had a great time!

Y
Yuvette_J
August 19, 2026
Great tour and learned...

Great tour and learned new things. I only gave a lower rating, because some of the info was not correct.

B
B2928DTvictorial
August 18, 2026
Just a tourist

My family and I are here for a convention. It was cool to walk though this beautiful city and to hear the history of things that occurred. Was even more fascinating that the Palmer house was included as we are staying here.

M
meganmS7865LA
August 18, 2026
Walking tour with Max

Max was a wonderful guide on the Gangsters and Ghosts walking tour. He recounted events throughout the tour in a way that showed his interest in the topics and held the group’s attention.

C
calvinz659
August 18, 2026
Awesome

Awesome experience. Chris is a great tour guide!

K
kaywZ5315PF
August 17, 2026
Great tour

Chris was great! Really informative and fun to listen to

I
I3851PNannaw
August 17, 2026
Great tour!

This was such a great tour! Our guide Chris was amazing and super informative! Definitely recommend this tour.

V
Vonda_J
August 16, 2026
Inaccurate depictions

Details of events shared were inaccurate. Tanner was very engaging and great story teller; needs to convey facts. I.e. Capone did not kill big Jim, they hired a hitman out of NY to come in and do the job. Also, 844 died on the western electric vacation on the Chicago river, not thousands.

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4.7(117)
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