Why did Leonardo DiCaprio not win an Oscar for so long?

Because he kept getting nominated in those years when there were better performances from others. * Like, he was nominated for Blood Diamond and lost to Forrest Whitaker (The Last King of Scotland.) * Nominated for Aviator and lost to Jamie Fox in Ray.

Who won the Oscar against Wolf of Wall Street?

Accolades

Award	Date of ceremony	Recipient(s)
AACTA Awards	January 10, 2014	Leonardo DiCaprio
Academy Awards	March 2, 2014	Martin Scorsese, Leonardo DiCaprio, Joey McFarland and Emma Tillinger Koskoff
Martin Scorsese
Leonardo DiCaprio

Did Leo get nominated for Titanic?

Leonardo featured opposite Kate Winslet in the romantic drama Titanic (1997), the highest-grossing film to that point. However, the film also earned him a Golden Raspberry Award for Worst Actor nomination.

Did DiCaprio win an Oscar for Gilbert Grape?

National Board of Review Award for Best Supporting Actor
Chicago Film Critics Association Award for Most Promising Actor
What’s Eating Gilbert Grape/Awards

How many times has Leonardo DiCaprio been nominated for an Oscar?

He has been nominated for seven Academy Awards, five British Academy Film Awards and eleven Screen Actors Guild Awards, winning one from each of these and three Golden Globe Awards from thirteen nominations.

How many Oscar noms Does Leo have?

seven Academy Awards
He has been nominated for seven Academy Awards, five British Academy Film Awards and eleven Screen Actors Guild Awards, winning one from each of these and three Golden Globe Awards from thirteen nominations.

How old is Kate Winslet in Titanic?

46 years (October 5, 1975)
Kate Winslet/Age

How old was Leonardo DiCaprio in Romeo and Juliet?

21
He was 21 at the time of filming and Portman was only 14. After Sarah Michelle Gellar turned down the role due to scheduling conflicts, DiCaprio proclaimed that Danes should be cast, as he felt she was genuine in her line delivery and did not try to impress him by acting flirtatious.