Chicago's Dark Side: Ghosts, Gangsters, and True Crime Tour
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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.
Departure Point
- We meet directly in front of the Fedex store, near the corner of Erie & Dearborn. Please check in with your guide upon arrival!
Return Details
- This tour ends near (or inside) the most haunted hotel in the country!
Duration
2 hours
Languages Available
- Human tour guide - English
Points of Interest
Stop At: River North
Chicago, Illinois
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.
Duration: 1 hour
Stop At: Chicago
Chicago, Illinois
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.
Duration: 1 hour
Additional 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
- Expert guide
Voucher Info
Mobile or paper ticket accepted
The tour identified in this promotion is made available through Viator. Groupon is not affiliated with or sponsored by the Inside Chicago Walking Tours in connection with this deal. Please contact Groupon customer service for all inquiries related to this offer. Inquiries placed to Viator will be directed back to Groupon.
This offer is not eligible for promo codes.
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.
Departure Point
- We meet directly in front of the Fedex store, near the corner of Erie & Dearborn. Please check in with your guide upon arrival!
Return Details
- This tour ends near (or inside) the most haunted hotel in the country!
Duration
2 hours
Languages Available
- Human tour guide - English
Points of Interest
Stop At: River North
Chicago, Illinois
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.
Duration: 1 hour
Stop At: Chicago
Chicago, Illinois
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.
Duration: 1 hour
Additional 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
- Expert guide
Voucher Info
Mobile or paper ticket accepted
The tour identified in this promotion is made available through Viator. Groupon is not affiliated with or sponsored by the Inside Chicago Walking Tours in connection with this deal. Please contact Groupon customer service for all inquiries related to this offer. Inquiries placed to Viator will be directed back to Groupon.
This offer is not eligible for promo codes.
Need To Know Info
For a full refund, cancel at least 24 hours in advance of the start date of the experience.
Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services. Offer is not eligible for our promo codes or other discounts. Learn about Strike-Through Pricing and Savings