The Aviator chronicles the early years of billionaire Howard Hughes. The film looks at his career as a director and his passion for flight while the aviation industry was in its infancy. During this time, Hughes was also known as a playboy , romancing some of the most prominent women in Hollywood, including Jean Harlow, Ava Gardner and Katharine Hepburn. 11 Academy Award Nominations Best Picture Best Actor: Leonardo DiCaprio Best Actor in a Supporting Role: Alan Alda Best Actress in a Supporting Role: Cate Blanchett Best Director Best Writing (Original Screenplay) Best Art Direction Best Cinematography Best Costume Design Best Film Editing Best Sound Mixing