5. John Dillinger’s 1930 Ford Model A
While Bonnie and Clyde were making headlines in early 1934, John Dillinger was Public Enemy No. 1. Virtually the entire FBI was out to get him, under personal supervision from J. Edgar Hoover, and at the direct order of President Roosevelt. It was in this car that Dillinger managed to escape from St. Paul, Minnesota, after a 45 minute gun fight with law enforcement. That he could escape from the intense surveillance of the FBI was such an embarrassment that FDR threatened to shut down the still-new FBI if it failed again.
Dillinger drove the now-classic-in-its-own-right five-window coupe to Chicago, bullet holes and all, to lay low for a while. Stupidly, he left it parked in the street, alerting the feds that he was in town. They closed in, and a few months later, Dillinger was dead.