The St. Valentine's Day Massacre—the most spectacular gangland slaying in mob history.

While Valentine's Day is a holiday associated with love, there is one historical event forever connected to Valentine's Day that had nothing to do with love, flowers, cards, and chocolate.

Al Capone (known to be the mastermind, but never charged for the crime) had arranged for his chief rival, Chicago mobster George 'Bugs' Moran and most of his North Side Gang, to be eliminated on February 14, 1929.  The plan was simple and deviously clever, yet Capone's primary target escaped any injury.  Capone distanced himself from the execution of the plan (and the execution of his rivals) by spending the time at his home in Florida thus providing himself with a solid alibi.

A bootlegger loyal to Capone was to draw Moran and his gang to a warehouse to receive a shipment of smuggled whiskey, the delivery set for 10:30AM on Valentine's Day.

The morning of February 14 was cold and snowy.  A group of Moran's men waited for Bugs at the red brick warehouse at 2122 North Clark Street.  Moran was running late.  When his car turned the corner onto Clark Street, he spotted a police wagon pulling up to the warehouse.  Assuming it was a raid, he watched as five men, three of them dressed in police uniforms, entered the building.  Moran and the two men with him, immediately left the area.

Inside the warehouse, the hit men, disguised as police, confronted Moran's men.  Assuming it was a routine bust, they followed instructions when ordered to line up against the wall.  The hit men opened fire with Thompson submachine guns, killing six of the seven men immediately.  The seventh man, with twenty-two bullet wounds, survived the attack but died after arriving at the hospital.

The newspapers instantly picked up on the crime, dubbing it the St. Valentine's Day Massacre.  The story appeared on front pages around the country, making Capone a national celebrity.  But to his dismay, this new found notoriety also brought a new level of attention from federal law enforcement culminating in his conviction for tax evasion and his incarceration at Alcatraz.  With all the law enforcement agencies trying to bring down Capone, it was a tax accountant working for the Internal Revenue Service who finally did it.

There have been several movies and television shows utilizing The St. Valentine's Day Massacre as an integral part of the storyline. My personal choice is also one of my all-time favorite movies, SOME LIKE IT HOT, a comedy built around subsequent events following the St. Valentine's Day Massacre, starring Tony Curtis, Jack Lemon, and Marilyn Monroe.