 In 1930 , upon learning of Aiello 's continued plotting against him , Capone resolved to finally eliminate him . In the weeks before Aiello 's death Capone 's men tracked him to Rochester , New York , where he had connections through Magaddino , and plotted to kill him there , but Aiello returned to Chicago before the plot could be executed . Aiello , angst @-@ ridden from the constant need to hide out and the killings of several of his men , set up residence in the Chicago apartment of Unione Siciliana treasurer Pasquale " Patsy Presto " Prestogiacomo at 205 N. <unk> Ave . He moved in on October 13 , 1930 , and rarely left the apartment . However , his wife and child occasionally visited him , and Frank Nitti biographer Mars <unk> Jr. theorized that Capone 's forces located Aiello by tracking his family members . Men who gave the names Morris Friend and Henry Jacobson rented rooms in an apartment across the street overlooking Prestogiacomo 's apartment building and began observing Aiello . On October 23 , Aiello made plans to permanently leave Chicago and apparently move to Mexico , although Prestogiacomo later told police Aiello was simply leaving the house for a barber 's appointment . Upon exiting Prestogiacomo 's building to enter a taxicab , a gunman in a second @-@ floor window across the street started firing at Aiello with a submachine gun . Aiello was said to have been shot at least 13 times before he toppled off the building steps and moved around the corner , out of the line of fire . Instead , he moved directly into the range of a second submachine gun positioned on the third floor of another apartment block , and was subsequently gunned down . 
