The Aviator (2004)

Before Harrsion Ford made small planes crash, there was Howard Hughes, who juggled being a director and an aviator. In the 2004 Academy award-winning film The Aviator, Leonardo DiCaprio portrays the famous director who also flew planes, you know, aside from dating movie stars like Katherine Hepburn and locking arms with Jean Harlow, who is played by Hollaback Girl Gwen Stefani here. Who says movie stars can’t fly too?