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)

Celina S

Jul 2022

I wanted to love this tour but there was so much bad about it. First off, it's 99% ghosts and 1% gangsters. The gangsters part is really basic stuff that you would already know if interested in this tour - and some of it was wrong info. You don't actually see anywhere - they just stop in random places and tell stories. The ghost stuff was frustrating. Everyone in our tour group said we were interested in gangster stuff and didn't want ghosts but that is not what we got. And the ghost stuff was just like "here is where a bunch of people died and now people say it's haunted." The stops had 1-2 min of info and then everyone walked silently to the next stop - for some of this time, the tour guide was just on their phone on social media. For some inexplicable reason there is a 20 minute break at the Palmer House. Why we need such a long break in such a short tour is beyond me. Skip it, skip it, skip it. Take the architecture tour and then download a walking tour and podcast and do your own thing.

Natasha_P

Jul 2022

Great host and love the history we learned a lot! Well timed out walk with breaks added in throughout. Highlight was the Palmer House!

Stan_B

Jul 2022

Wonderful guide, Kai, extremely knowledgeable and entertaining. Highly recommend her as a guide. Lots of fun.