The Night Chicago Died the U.S. at the height of its popularity because of contractual issues. "The Night Chicago Died" is about a shoot-out between the Chicago Police and gangsters tied to Al Capone. It was inspired by the real-life Saint Valentine's Day Massacre, although that involved Capone's men killing seven of Bugs Moran's gang members and had nothing to do with the police. The song's events supposedly take place "on the East Side of Chicago". Chicago has three commonly referred-to regions: the North Side, the West Side and the South Side. There is no East Side, as Lake Michigan is immediately east of
Saint Valentine's Day Massacre one of the killers, because of his brother Pasqualino's recent murder by the North Side Gang. Police then announced that they suspected Capone gunmen John Scalise and Albert Anselmi, as well as Jack McGurn himself, and Frank Rio, a Capone bodyguard. Police eventually charged McGurn and Scalise with the massacre. John Scalise, along with Anselmi and Joseph 'Hop Toad' Giunta, were murdered by Capone in May 1929, after Capone learned about their plan to kill him, and before he went to trial. The murder charges against Jack McGurn were finally dropped because of a lack of evidence, and he was