Tours & Attractions
Haunted by Our Dark Side: Chicago Ghosts, Gangsters, and True Crime Tour
“Haunted by Our Dark Side: Chicago Ghosts, Gangsters, and True Crime” is a 2-hour afternoon/evening walking tour that uncovers Chicago’s shadowy past through chilling tales of mob rivalries, disasters like the Iroquois Theater Fire and Eastland Disaster, real-life psychopaths, and ghostly encounters. Blending true crime, gangster lore, and supernatural stories, it visits haunted historic interiors — including the most haunted hotel in the country! — as well as exterior spots where restless spirits are said to linger, questioning if hauntings are real or simply architectural illusions.
Tour Highlights:
Chilling stories of gangsters gunning each other down after church, hidden mob headquarters, and disasters that scarred the city.
Step inside beautiful, haunted interiors—reportedly including America’s most haunted hotel—where gangsters gathered and ghosts roam.
Explore ghost lore origins: real specters or mind tricks from eerie building designs? Decide for yourself amid spine-tingling true crime.
Perfect for fall evenings, with an easy pace blending history, horror, and local secrets in River North and the Loop.
Engaging guides deliver equal parts eerie fascination and unforgettable storytelling for true crime fans and ghost enthusiasts.
Key facts for a sales pitch
Duration: 2 hours; about 2 miles at an easy pace.
Group size: capped at 20 for intimate chills.
Pricing (USD): 35 general; 30 kids 5+ and seniors 65+; free under 5.
Schedule: Thursdays, Fridays, and Saturdays at 4pm; additional 8pm tour times starting in May.
Start & end: Meets at 34 W Erie St (near FedEx, Erie & Dearborn); ends at Congress Plaza Hotel, America’s most haunted hotel!
Weather: Rain or shine (mainly outdoors, so dress warmly); extreme weather may cancel.










