The St. Valentine’s Day Massacre (February 14, 1929) On February 14, 1929, seven members of Chicago’s North Side Gang were lined up against a garage wall at 2122 North Clark Street and shot to death. The attack was part of the violent rivalry between mob boss Al Capone and his enemy Bugs Moran. The killers were believed to be working for Capone and reportedly dressed as police officers to trick the victims into cooperating. Moran was not at the scene and survived. The massacre shocked America an