 Despite being forced to flee Chicago multiple times throughout the gang war , Aiello eventually took control of the Unione Siciliana in 1929 , and ranked seventh among the Chicago Crime Commission 's list of top " public enemies " . Aiello was killed after Capone gunmen ambushed him as he exited a Chicago apartment building where he had been hiding out , shooting him 59 times . After his death the Chicago Tribune described Aiello as " the toughest gangster in Chicago , and one of the toughest in the country " . 
