In the 1920s, rival gangs battled for turf in Chicago. Their main operations: bootlegging, gambling and prostitution. Soon it was down to two groups: one led by Al Capone, the other by Irish gangster George "Bugs" Moran, a longtime foe of Capone's. The city of Chicago was shocked at what happened next. On the morning of Feb. 14, 1929, seven men associated with Moran were gunned down on the North Side as they faced a garage wall [source: History].
Two of the men who shot Moran's guys were dressed in police attire, so the assumption was that the "officers" were Capone's men, who fooled Moran's gang into thinking they were merely being raided -- hence their polite cooperation in turning and facing the wall [source: O'Brien]. Yet no one was ever able to link Capone to the murders, so no one was charged. But this victory wasn't the turning point that Capone envisioned. While the St. Valentine's Day Massacre, as it was dubbed, did put Moran out of business and enable Capone to take over the city, the brutal slayings had so enraged Chicagoans that the authorities bore down on Capone. They eventually jailed him for tax fraud, ending his reign of terror [source: History].