Chicago's Infamous Valentine's Day Massacre: A Turning Point in Gangland Warfare

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On February 14, 1929, seven members of the North Side Gang were shot dead in Chicago in what has been described as the most brutal gangland killing in the city's history. According to sources, assailants posed as police officers, entering a garage at 2122 North Clark Street, where they executed the victims using Tommy guns. The attack marked a pivotal moment in the violent turf war between rival gangs, particularly involving Al Capone’s South Side Outfit.

The backdrop of the massacre was the fierce competition for control of illicit liquor trafficking during the Prohibition era. The North Side Gang, initially led by Dean O'Banion, had been embroiled in violent conflicts with Capone's organization, resulting in hundreds of killings annually in the city. Amidst fears of police raids, victims complied when ordered to turn against the wall, believed to be part of an arrest.

Public outrage followed, with newspapers like the Chicago Daily News and the New York Times highlighting the gruesome nature of the crime. The massacre shifted public perception of gangsters and eventually led to increased law enforcement action against organized crime.

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