Bullet Holes & Bosses: A Gangster Tour
Schedule
Sat, 20 Dec, 2025 at 07:00 pm
UTC-06:00Location
Chicago History Museum | Chicago, IL
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Step into the real story of Chicago’s underworld. This gangster bus tour, led by Chicago historian Tony Szabelski and AJTrueCrime takes you deep into the violent past of the city’s most notorious mobsters. You’ll hear the real history behind the outlaw exploits of John Dillinger, the brutal North Side wars with Bugs Moran, and the rise of the Outfit under Al Capone.The tour also highlights the power and influence of major Outfit bosses, including Frank Nitti, Paul Ricca, Tony Accardo, and Sam Giancana. We’re not revealing our locations ahead of time, but every stop is connected to a pivotal moment in Chicago’s mob history: hits, betrayals, power struggles, escapes, and the stories that built the Outfit’s empire.
This event is built for the ultimate mafia and gangster history fans. If you're interested in joining us please send a message to AJ or Tony.
Date: 12/20
Time: 7:00PM
Cost: $50
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Where is it happening?
Chicago History Museum, 1601 North Clark Street,Chicago, Illinois, United StatesEvent Location & Nearby Stays:
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