July 8, 1892 - Dean O'Banion
O'Banion ran Chicago's North Side bootlegging operation during Prohibition with enough force and cunning to hold his own against the formidable alliance of Johnny Torrio and the rising Al Capone — a rivalry that helped define the era's gangland violence. His refusal to yield territory or honor underworld protocols made open conflict inevitable, and his 1924 murder in his own flower shop set off a cycle of retaliatory killings that left the city's criminal landscape fundamentally altered.
From Wikipedia
Charles Dean O'Banion (July 8, 1892 – November 10, 1924) was an American mobster who was the main rival of Johnny Torrio and Al Capone during the brutal Chicago bootlegging wars of the 1920s. The newspapers of his day made him better known as Dion O'Banion, although he never went by that first name. He led the North Side Gang until 1924, when he was shot and killed, reportedly by Frankie Yale, John Scalise and Albert Anselmi.
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