Chicago Heights was long the seat of one of the major street crews of the Chicago Outfit, but its importance has often been overlooked and misunderstood. The crew’s origins predate Prohibition, when Chicago Heights was a developing manufacturing center with a large Italian immigrant population. Its earliest bosses struggled for control until a violent gang war left the crew solidified under the auspices of Al Capone. For the remainder of the twentieth century, the boys from Chicago Heights generated large streams of revenue for the Outfit through its vast gambling enterprises, union infiltration and stolen auto rackets. For the first time, the history of the Chicago Heights street crew is traced from its inception through its last known boss.