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

Mon 28 Oct

Other dates

You can choose the date already on the booking website

Starting at $35.00

Make a reservation

Mon 28 Oct

Starting at $35.00

Make a reservation

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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

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.

Millennium Park

Home to Cloud Gate and a famous Chicago landmark.

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.

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.

Cloud Gate

Will be seen on the tour - also known as "the bean!"

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)

D2519BXclaudiod

Oct 2022

This tour is a must for any of you that want to know more about the 20s through 40s tragic events in Chicago that eventually became part of history. Andre was really wonderful!

V6780TMwilliamw

Oct 2022

We came to Chicago for a weekend and decided to do this tour. Andre, our guide, was very welcoming and knowledgeable about Chicago’s underworld and it’s past. The tour lasted about 1.5 hours and was the right amount of time. The stories of boats sinking in the Chicago river while walking along the river was very entertaining. There are several stops along the way that allow one to appreciate the history, architecture and beauty. I would highly recommend this tour as part of a visit to this beautiful city.

debhW9258ON

Oct 2022

Baylor was an excellent & fun guide! She provided great background stories & was very animated in her storytelling style! I lived in the area all my life & she provided details about the different locations that i never knew. Highly recommend this tour!