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Gangsters and Ghosts Tour in Chicago

Overview
Interested in exploring Chicago from the perspective of ghosts and gangsters? Want to really immerse yourself in the history of this great American city, right from the locations that started it all? This tour visits the locations frequented by some of Chicago's most notorious gangsters along with many of the most haunted locations in Chicago!

You can get the best of both worlds with this 2 in 1, history-based guided walking tour of Chicago’s gangsters and ghost stories, right from the famous Chicago Loop Vice District! Tour departs from 71 E Wacker Drive.
City: Chicago
Sun 22 Dec
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You can choose the date already on the booking website
Starting at $35.00
Sun 22 Dec
Starting at $35.00
Make a reservation
What's Included
Walking tour of Chicago’s gangsters and ghost stories
Additional Info
  • Public transportation options are available nearby
  • Travelers should have at least a moderate level of physical fitness
  • Face masks required for guides in public areas
  • Social distancing enforced throughout experience
  • Regular temperature checks for staff
  • Contactless payments for gratuities and add-ons
  • This is a walking tour with limited group size to maintain social distancing.
What To Expect
1
The Loop
The area most associated with gangster era crime and haunting is know as “The Loop”. This was the cities vice district during the roaring 20’s and 1930’s riddled with speakeasy saloons, secret underground tunnels used by bootleggers and the headquarters of famous gangsters such as Al Capone. The tour is about 1.5 miles long with frequents stops and a refreshment/restroom break.
2
Millennium Park
Home to Cloud Gate and a famous Chicago landmark.
3
Palmer House Hilton Historic Lobby
Stop for a break at the Palmer House Hotel, rumored to be haunted. The Palmer House Hotel is the oldest hotel in Chicago and considered the oldest continuously operating hotel in the USA.
4
Chicago Riverwalk
You'll walk along the Riverwalk during the tour, which is guided by a Historian. It is not theatrical, but rather the tales are told in a more “around the campfire” fashion. Spooky and verified ghost stories will be shared throughout the tour along with visiting the famous gangster hang outs.
5
Cloud Gate
Will be seen on the tour - also known as "the bean!"
6
The Chicago Theatre
Stop for photos at this famous Chicago landmark!
Show 3 more stops
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Traveler Photos
Reviews (1000)
John_D
Dec 2022
It was bloody cold but André kept us distracted! Highly recommended (especially in the summer or make sure to wear a good hat and a pair of gloves)!
Kathleen_C
Dec 2022
Baylor was a great guide. If you do this trip in the winter dress warm. It was beautiful with all the Christmas lights and energy of the city.
Susan K
Dec 2022
Great tour! Andre kept us warm and engaged despite near single digit temperatures. A good balance of history and mystery. Thank you!!

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