Available languages
2 hours
Mobile ticket
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.
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
For a full refund, cancel at least 24 hours before the scheduled departure time.
Expert guide
Gratuities
River North
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.
Chicago
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.
5 reviews
Total reviews and rating from Viator & Tripadvisor
Ivette W,
Oct 29, 2023
- Viator
Haley was our tour guide. She was amazing. She knew a lot about the history of Chicago, and her story telling was very engaging. She made it fun. We enjoyed it very much. We had a nice group. We heard about this from a St. Louis couple who enjoyed it very much while visiting and we are natives of Chicago and had never done this in our hometown so thought this was the perfect time to learn more about our city. So glad we did. The reveal was epic! Must see. You won’t regret it. We plan to do more events in the future.
Operated by Inside Chicago Walking Tours