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Home » Other Families » The Chicago Outfit – Wiseguys of the Windy City

The Chicago Outfit – Wiseguys of the Windy City

by The Other Guy
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The City of Chicago holds a special place in gangland and always has! The Windy City and the Chicago Outfit has been at the very core of organized crime in this country since the first days of Prohibition. 

Chicago, the town of Cicero, illegal bootleg booze and bathtub gin, Alphonse “Scarface Al” Capone, Frank “The Enforcer” Nitti, George “Bugs” Moran, and the St. Valentine’s Day Massacre are virtually synonymous with the early development of organized crime.

In fact, the very thought of Chicago most often conjures up images of machine-gun-toting gangsters and gangland murders.

The most infamous, of course, was the historic St. Valentine’s Day Massacre when seven of Bugs Moran’s Irish gang got theirs in that damp garage that early morning back in 1929 from Capone’s boys.

It’s just the way it is! The Chicago Outfit was a formidable bunch of racketeers and gangsters. Their iron-clad control over the city of Chicago and its outer territories is legendary.

Note: For a comprehensive pictorial leadership chart on the Chicago Outfit, please see The Chicago Syndicate (Chicago Outfit) Membership Chart. Also soo our video on Chicago Outfit soldier Libby Nuccio at our official YouTube Channel, Mob Fireside Chat.

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