Special Report

Best Movies Starring Leonardo DiCaprio

Source: Courtesy of Twentieth Century Fox

24. The Beach (2000)
> Fellow leads: Daniel York, Patcharawan Patarakijjanon, Virginie Ledoyen
> Director: Danny Boyle
> Domestic box office: $39.78 million

In “The Beach,” DiCaprio portrays Richard, a young American traveler whose discovery of a secret island commune brings about its untimely demise.

Source: Courtesy of Warner Bros.

23. J. Edgar (2011)
> Fellow leads: Armie Hammer, Naomi Watts, Josh Hamilton
> Director: Clint Eastwood
> Domestic box office: $37.31 million

DiCaprio stars in this biographical drama about J. Edgar Hoover, a former director of the FBI who had secrets of his own.

Source: Courtesy of Metro-Goldwyn-Mayer

22. The Man in the Iron Mask (1998)
> Fellow leads: Jeremy Irons, John Malkovich, Gérard Depardieu
> Director: Randall Wallace
> Domestic box office: $56.97 million

DiCaprio portrays both the spoiled King Louis XIV and his brother Philippe, whom Louis has imprisoned in an iron mask to conceal his identity and to prevent him from taking the throne.

Source: Courtesy of TriStar Pictures

21. The Quick and the Dead (1995)
> Fellow leads: Sharon Stone, Gene Hackman, Russell Crowe
> Director: Sam Raimi
> Domestic box office: $18.55 million

In this western, young DiCaprio plays The Kid, an arrogant gunslinger who seeks the approval of the man he believes to be his father: John Herod, an outlaw and the de facto leader of the town of Redemption.

Source: Courtesy of Warner Bros.

20. The Great Gatsby (2013)
> Fellow leads: Carey Mulligan, Joel Edgerton, Tobey Maguire
> Director: Baz Luhrmann
> Domestic box office: $144.84 million

DiCaprio portrays Jay Gatsby, a mysterious millionaire and veteran with humble roots and a foolishly undying love that leads to his undoing.