Why Leonardo DiCaprio Has Never Won an Oscar

By Hannah Aven Guarin | 3 years ago
Why Leonardo DiCaprio Has Never Won an Oscar


Could it be possible that the bridesmaid irony apply to our dear Leonardo DiCaprio who, after having been nominated for four movies, has never won an Oscar? Yes, it is. Although his performance for “The Wolf of Wall Street” has received nods from top critics, the coveted Best Actor award in the recently held 86th Academy Awards went to Matthew McConaughey. Why has Leonardo DiCaprio never won an Oscar?

Fans and critics alike wondered why DiCaprio, who was able to generate box office hit films, always go home empty-handed in the Oscars.


Let us take a quick trip down memory lane. DiCaprio was first nominated in 1994 in the Oscars as Best Supporting Actor for the 1993 movie “What’s Eating Gilbert Grape.” However, he lost to Tommy Lee Jones in “The Fugitive.” In 2005, he was nominated as Best Actor for “The Aviator, but lost to Jamie Foxx in “Ray.” In 2007, DiCaprio was nominated again as Best Actor for “Blood Diamond,” but the voters preferred Forest Whitaker in “The Last King of Scotland.” Recently for the Oscars 2014, he was nominated as Best Actor for “The Wolf of Wall Street,” but lost to Matthew McConaughey in “Dallas Buyers Club.”

Come to think about it, DiCaprio did justice to every role he was given to. So, why has Leonardo DiCaprio never won an Oscar?

Vanity Fair’s James Murphy wrote that DiCaprio could probably take home an Oscar if he changes his image into a much less cool one.

“Cool guys don’t win Oscars,” wrote Murphy in the Vanity Fair report.

Murphy even mentioned “cool” icons like DiCaprio who has never won an Oscar. Some of those are Richard Burton, Tom Cruise, Samuel L. Jackson, James Dean, and Steve McQueen.

Just like DiCaprio, Murphy also considered Brad Pitt as “cool.” Also like DiCaprio, he has never won an Oscar in his more than two decades in the industry.

Meanwhile, Robbie Collin of The Telegraph cited how the “Titanic” star can change his image to help him bring home an Oscar next time.

“He will have to try something physically transformative or else bide his time, as Newman did, until he can redraw some of those earlier screen personae with the extra shades and textures that middle age will add to his palette,” suggested Collin in The Telegraph report.

For our dearest DiCaprio, do not lose hope. 2014 may not just be your Oscar year, but maybe 2015 is the year for you.  And if not, then there’s always 2016, 2017 or maybe even 2020 is the lucky year to win an Oscar. Until then, people will still continue to wonder why Leonardo DiCaprio has never won an Oscar. Which means despite losing continuously to someone else in the Academy Awards, he is consistent in turning in quality work film after film.