Gangster Tour of Chicago

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  • Duration

    - 2 hours (approx.)
  • The Loop

  • Capacity

    - 40 persons per guide
  • Dress

    - It's a walking tour, so dress comfortably!
  • Departs

    In front of the Holy Name Cathedral on N Wabash Ave, Saturdays @ 3pm
  • Meeting Location

    Holy Name Cathedral
  • Final Destination

    Millenium Park


Gangster Tour of Chicago

Chicago has a long history of organized crime and was famously home to the American mafia figure Al Capone. In 1850, Chicago had a population of 80,000 people, but the city had no police force. Because Chicago was built over a swamp, mud constantly oozed from beneath the city's wooden streets. It was decided the whole city would be 'mudjacked' 10 feet (3 metres) and the city would rest on stilts, with stones at the base. This marked the beginning of the free-wheeling crime sub-culture that overtook Chicago, and culminated with Al Capone's prohibition era reign as the criminal prince of Chicago's organized crime. Join us as we deep dive the infamous history of gangsters in America's heartland on the Gangster Tour of Chicago

Gangster Tour of Chicago Itinerary

  • Gangster History A chronological account of Chicago's storied gangster past
  • Gangster sites Bullet holes still riddle the street if you know where to look
  • Gangster Film Locations Great films have chronicled Chicago's organized crime
  • There are many more stories and secrets in store on this cultural dive into all things criminal.

Chicago landmarks and attractions

  • Gangster History
  • Chicago Architecture
  • Al Capone
  • Valentine's Day Massacre

Customer Reviews


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great tour guide!
By Anthony C on February 25, 2017
By Janet E on March 18, 2017
the kid excited about his presentation
By Kevin R on March 18, 2017