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)

CherylS196

Oct 2022

A little disappointed. Basically this is a walking tour of the Loop with stories of ghosts and gangsters thrown in. It did cover a lot of ground though and I was able to snap a few really good pics.

Teresa B

Oct 2022

Connor is funny and very nice. Knows his history. A good history lesson in a beautiful city. Great for first timers. Thank you.

caitlink925

Oct 2022

This tour is a must. This was the first thing we did when we arrived to the city. It was good to walk around and get our bearings of things. Our tour guide Conner was very good at narrating the story through each stop. It was easy to follow along and he also asked us questions throughout to see if we knew anything before he continued the story. The walking tour seems lengthy but it went by fast and didn't feel like a lot of walking. I enjoyed this tour because we also went inside a few buildings which was very cool. Chicago has a lot of history and this was a great way to learn. Our tour was at 11am, I am not sure how it is at night for the 8pm when it is dark, especially during the fall/winter. I am not sure if it adds an extra level of spook, probably just more cold and windy so the daytime slot was good for us.