Chicago's Dark Side: Ghosts, Gangsters, and True Crime Tour
Description
Discover Chicago’s dark side on a chilling 2-hour walking tour. Strolling just under 2 miles at an easy pace, we reveal stories of gangsters, tragedies, and restless spirits hidden behind the city’s glamorous façade. Hear of hidden mob headquarters, psychopaths in plain sight, and disasters like the Iroquois Fire and Eastland Disaster. Join us in exploring historic interiors where gangsters once gathered and ghosts are said to linger. Along the way, explore the roots of ghost lore—are they real sightings or tricks of architecture? Decide for yourself if Chicago’s most haunted tales are fact or fiction. Perfect for fall nights and curious minds, this tour blends true crime, gangster history, and ghost stories into an unforgettable experience.
Tour Options
Itinerary
We will surprise you with our itinerary -- half in River North, half in Chicago's Loop neighborhood. We will visit various dark sites in both neighborhoods, including the hotel where a psychopathic serial killer stayed after committing his crimes, and a gangster hangout with a hidden vault.
We are purposely giving a vague description of where we'll be so that you'll be surprised at every turn with the tales of ghosts, gangsters, disasters, and more! From cold spots, to dead energy, to stories of the macabre, this tour will show you the darker side of Chicago.
Highlights
What's included
Traveller Ratings
Important Information
- Not recommended for travelers with spinal injuries
- Service animals allowed
- Public transportation options are available nearby
- Infants and small children can ride in a pram or stroller
- Travelers should have at least a moderate level of physical fitness
Reviews(59)
Very informative tour about disasters and murders in Chicago's history
Scott knew so much information. He was also very friendly on the hottest day ever! We have been on different crime tours but we learned about all new areas of crime on this tour.
This was an unexpectedly amazing experience and our tour guide, Scott, made it so much better! He was so knowledgeable about the dark history of Chicago and answered all of my extra curious questions. I would 100% recommend this tour!
What a wonderful tour! Scott was knowledgeable and so accommodating. Navigating Chicago on my own was tough. Scott called me to see if I was going to make the tour when I missed the start time. He was able to talk me through how to find them so I could catch up. Thank you Scott. Appreciate your commitment to your guests, it meant a lot!
Max was a great tour guide! Very funny and entertaining and knowledgeable!
It was a great tour. Scott was very knowledgeable and professional. Learned a lot from him. Love the way he added his touch to the stories and pulled you in. Highly recommended.
Scott was very knowledgeable and personable. He answered all the questions and was just a gem of a personality.
Easy booking. Convenient ticket access through Trip Advisor app. Story on every street corner.
My family and I really enjoyed this tour. Lots of great history! I’ve lived in IL for over 30 years and still learned a lot of new things.
Scott was amazing!! Such an enthusiastic wealth of knowledge!! Perfect pacing and perfect places
