Chicago Gangsters and Ghosts

Chicago’s penitentiary rap sheets read like a who's who of gangsters dating back down the decades, none more notorious than Al Capone - once dubbed "Public Enemy No.1". But the city's criminal history is just the start... Scratch below the surface and you’ll find all manner of unsolved mysteries and paranormal activities. 

By Mike Huberty July 5, 2025
Explore the superstition, scandal, and ghosts that still haunt Comiskey Park’s legacy from the Chicago Black Sox to the curse of opening on a Friday
A statue of a man with wings is sitting on a bench drinking a beer.
By Mike Huberty January 30, 2025
Join us for a haunting night of history, spirits, and spirits! Experience Chicago's most notorious gangster history on this unique Valentine's Day pub crawl that combines chilling tales, craft cocktails, and unforgettable sites from the city's bloody past. Event Details: Date: Friday, February 14th, 2025 and Saturday, February 15th, 2025 Time: 8:00 PM - 10:30 PM Starting Location: Chicago Oven Grinder (1850 N Lincoln Ave) Tour Highlights: - Start your evening at the historic Chicago Oven Grinder, built from the remnants of a building that once housed Al Capone's lookout spot - Visit the original site of the infamous St. Valentine's Day Massacre, where seven men met their tragic end in 1929 - See the Biograph Theater, where legendary gangster John Dillinger had his final showdown with the FBI 
Haunted in Illinois
January 13, 2025
Discover Illinois' eeriest locations, from Chicago's infamous Resurrection Mary to Aurora's haunted roundhouse. Explore real ghost stories and paranormal hotspots.
Bachelor's Grove Cemetery
By Scott Markus December 20, 2024
Explore Chicago's most haunted burial ground, where the mysterious Madonna of Bachelors Grove still walks. Uncover century-old paranormal encounters and ghostly tales.
Chicago's Hauntings Companion
November 18, 2024
Explore Chicago's haunted past on our spine-chilling ghost tours. Visit notorious haunted sites, hear dark tales & experience paranormal activity on guided bus tours.
Eastland Disaster Black and White
September 3, 2024
Explore the chilling SS Eastland disaster in Chicago, where 844 lives were lost on July 24, 1915. Uncover survivor stories, hauntings, and paranormal events.
A black and white photo of a large building next to a body of water
By Ursula Bielski January 10, 2024
Uncover chilling hauntings at Chicago’s Museum of Science & Industry, from ghostly sightings to haunted exhibits tied in 1893 World’s Fair and WWII history.
Women in red in drake hotel
By Mike Huberty December 12, 2023
Discover the chilling story of the Woman in Red, who haunts Chicago's Drake Hotel. Explore eyewitness accounts, historical details, and the tragic 1920 New Year's Eve tale.
A sugar skull wearing a top hat surrounded by flowers
By Mike Huberty November 1, 2023
Join us in exploring the vibrant traditions of the Day of the Dead, or Día de los Muertos, a celebration of the departed widely observed in Mexico and Latin America that is a fusion of cultures.
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