Chicago's Dark Side: Ghosts, Gangsters, and True Crime Tour
- 2 hours
- Free cancellation up to 24h before
- Guided in English
- Instant confirmation
Highlights
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.
Inclusions
What's included
- Expert guide
What's not
- Gratuities
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.
Cancellation
Free cancellation up to 24 hours before the experience starts, for a full refund.
Reviews
4.9
- 576
- 40
- 32
- 20
- 11
Ratings come from 79 reviews collected by our booking partner. They are travellers' own words, in the order they were written — never reordered to flatter the experience.
Know before you go
- Meeting point
- We meet directly in front of the Fedex store, near the corner of Erie & Dearborn. Please check in with your guide upon arrival!
- Pickup
- Everyone meets at the starting point; there is no pickup.
- Ticket type
- Mobile or paper ticket accepted
- Group size
- Up to 20 travellers
- Operated by
- Inside Chicago Walking Tours
- 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
How it compares in Chicago
- Its from-price is 56% below the median of the 524 experiences we list in Chicago.
- Its length is typical for the group.
- By number of reviews it ranks 100 of 524.
- The operator lists free cancellation on it.
About Chicago
Chicago is a Great Lakes city on Lake Michigan, famed for skyscraper architecture, deep-dish pizza, blues and jazz and a long lakefront of parks.
Chicago rebuilt itself after the fire of 1871 and became the cradle of the skyscraper. The Chicago River runs through the Loop, where tall towers rise, and boat tours explain the architecture from the water. Millennium Park's mirrored Cloud Gate sculpture, known as the Bean, and the Art Institute of Chicago, with its Impressionist paintings, are close together. Willis Tower has a glass-floored observation deck.
Top-ranked sights in Chicago: Navy Pier, Wrigley Building, The Magnificent Mile.
Special offers in Chicago
Was/now prices come from the operator, never from us.
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