"King Mike" McDonald was Chicago's first original crime boss, he began his career as a gambler and used his winnings...
Michael Cassius McDonald “King Mike”
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The Finer Things in Life
Being a bootlegger Terry "Machine Gun" Druggan became immensely rich, a millionaire many times over along with his...
“Bathhouse” John Coughlin & Michael “Hinky Dink” Kenna
Michael “Hinky Dink” Kenna (left) and his crony John “Bathhouse” Coughlin, were known as the Lords of the Levee,...
Walter O’Donnell
Walter O'Donnell was the younger brother of Edward "Spike" O'Donnell, a rum-runner from Chicago and part of the...
The Murder of Mossy Enright
L-R: Judge John Sbarbaro, ”Big Tim” Murphy, Vincent ”Jim” ”Sunny Jim” Cosmano, Benjamin Epstein. While Mossy Enright...
Klondike O’Donnell
William O'Donnell better known as "Klondike" O'Donnell along with his brothers Myles and Bernard was part of the West...
Thomas “Buff” Higgins
Thomas “Buff” Higgins was a notorious figure around the streets of Chicago’s Bloody Maxwell neighborhood, born in...
“Dapper” Dan McCarthy
Dapper Dan McCarthy - Chicago North Side Gang Member. Dapper Dan McCarthy was one of Dean O'Banions North Side...
Terry “Machine Gun” Druggan
Terry Druggan was a Chicago Prohibition Era mobster, and along with his partner in crime Frankie Lake, ran the Valley...