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    Updated on Aug 19, 2020. Posted on May 2, 2013

    The Leonardo DiCaprio Character Timeline

    From 17th century France to present day, Leo's roles have spanned history.

    1660s: The Man in the Iron Mask

    ©United Artists/Courtesy Everett Collection

    As Louis XIV, badass king of France.

    1850s: Django Unchained

    Andrew Cooper, SMPSP / The Weinstein Company

    As Calvin Candie, the owner of a plantation called Candyland.

    1860s: Gangs of New York

    ©Miramax/Courtesy Everett Collection

    As Amsterdam Vallon, who returns home to seek revenge on the man who killed his father.

    1880s: The Quick and the Dead

    ©TriStar Pictures/Courtesy Everett Collection

    As "The Kid," a participant in a gun duel.

    1910s: Titanic

    © 20th Century Fox Licensing/Merchandising / Everett Collection

    As Jack Dawson, the vagrant who finds love on the sinking Titanic.

    1920s: The Great Gatsby

    Courtesy of ©Warner Bros

    As the rich Jay Gatsby.

    1920s-1940s: The Aviator

    ©Miramax/Courtesy Everett Collection

    As Howard Hughes, based on the real-life American aviator and film director.

    1950s: Revolutionary Road

    ©DreamWorks/Courtesy Everett Collection

    As Frank Wheeler, one half of a frustrated suburban couple.

    1950s: Shutter Island

    ©Paramount/Courtesy Everett Collection / Everett Collection

    As U.S. Marshal Teddy Daniels who is trying to hunt down an escaped mental patient.

    1950s: This Boy's Life

    ©New Line Cinema/Courtesy Everett Collection

    As Toby Wolff, a young boy living with his kind of insane mother and scary stepdad.

    1960s: Catch Me If You Can

    ©DreamWorks/Courtesy Everett Collection

    As Frank Abagnale Jr., a con artist who fakes being a pilot.

    1990s: Basketball Diaries

    ©New Line Cinema/Courtesy Everett Collection

    As Jim Carroll, a high school basketball star who struggles with drug addiction.

    2000s: The Departed

    ©Warner Bros/Courtesy Everett Collection

    As Billy Costigan, an undercover cop investigating the mob.

    The Leonardo DiCaprio role timeline...

    Featuring his more epic, historical roles.

    Nostalgia Trip

    Take a trip down memory lane that’ll make you feel nostalgia AF

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