Academy Awards: Actors with most Oscar nominations but least wins

Leonardo DiCaprio

Nominations: 6

  • Actor in a Supporting Role – 1994 – “What’s Eating Gilbert Grape”
  • Actor in a Leading Role – 2005 – “The Aviator”
  • Actor in a Leading Role – 2007 – “Blood Diamond”
  • Actor in a Leading Role – 2014 – “The Wolf of Wall Street”
  • Best Picture – 2014 – “The Wolf of Wall Street”
  • Actor in a Leading Role – 2016 – “The Revenant

Leonardo DiCaprio’s career has gone through many phases, seeing him as a child actor destined for greatness in “What’s Eating Gilbert Grape,” a bonafide teen heartthrob, and now one of the boldest actors of our time who’s led the cast of some stellar films like “Catch Me If You Can,” “J. Edgar” and “The Wolf of Wall Street.”

Though he’s been nominated for six Oscars, he still hasn’t taken home an award from the academy. Given that he got a Golden Globe and SAG Award this year, many expect this curse to finally pass with his role in “The Revenant.”

Note: Leonardo DiCaprio was a producer for “The Wolf of Wall Street.” Producers are the recipients of the best picture Oscar.