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

Thu 24 Oct

Other dates

You can choose the date already on the booking website

Starting at $35.00

Make a reservation

Thu 24 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)

Batman241

Jun 2022

My 16yo son and I took the 4:00 walking tour on a weekday during our recent trip to Chicago, and we had the best time! Our tour guide Andre was top notch! He was very entertaining and eager to share his extensive knowledge of Chicago’s history. He shared tales at each stop, and was always willing to take and answer all questions our group (of approximately 20 guests) had. The tour travels through multiple neighborhoods, so whether you are familiar or unfamiliar with downtown Chicago this is a great way to see a layout of the land within a 2-hour timeframe. This was an easy walking tour with a short break about halfway through. I highly recommend adding this tour to your itinerary!

veronicaeG7728RJ

Jun 2022

Sarah was our tour guide and she was amazing! She was entertaining and engaging and we learned so much about prohibition-era Chicago, along with some great ghost stories. I definitely recommend this tour for anyone looking for something to do in Chicago.

lfritos

Jun 2022

All of it. Loved the new information we were never aware of. Walk was long but worth it. Lizzie was extremely knowledgeable. Very welll informed when questioned.