Leonardo's Long Journey Trivia Quiz

Answer: What's Eating Gilbert Grape

Leonardo was 19 when he played Arnie Grape and was nominated for Best Supporting Actor awards, both an Oscar and a Golden Globe, in 1994. Lead actor Johnny Depp also turned in a noteworthy performance as the oldest child of the interesting Grape family, but Leonardo was the only award nominee from this movie.

Answer: Titanic

The blockbuster "Titanic" received a total of 14 Oscar nominations in 1998, winning 11, including Best Picture and Best Director (James Cameron). The film budget was $200 million dollars. Leonardo was nominated for a Golden Globe for Best Actor in a Drama.

Answer: Catch Me If You Can

The film "Catch Me If You Can" was based on a semi-autobiographical book by Frank Abagnale, Jr. who claimed to have begun various scams as a teenager that included him impersonating an airline pilot, doctor, and lawyer, all the while passing forged checks. Leonardo earned a 2003 Golden Globe nomination for Best Actor for playing Abagnale alongside heavy-hitters like Tom Hanks and Christopher Walken.

Answer: The Aviator

Leonardo's second Oscar nomination was in 2004 for the movie "The Aviator", where he played larger-than-life tycoon Howard Hughes. Although he did not win the Oscar, he did get the Golden Globe (his first) for Best Actor in a Drama.

Answer: The Departed

"The Departed" was another pairing of DiCaprio and director Martin Scorsese following "The Aviator". Scorsese won his first personal Best Director Oscar for "The Departed" in 2006, directing this stellar cast in a compelling but bloody story of the Boston world of organized crime. Leonardo received Golden Globe and BAFTA nominations.

Answer: Kate Winslet

The "Titanic" couple of DiCaprio and Winslet rejoin for another, darker, romantic drama, "Revolutionary Road". Winslet won a 2009 Golden Globe for Best Actress in a Drama, and DiCaprio was nominated for Best Actor.

Answer: J. Edgar

Leonardo got yet another Best Actor Golden Globe nomination in 2012 for the flic "J. Edgar". He played J. Edgar Hoover from 1919 until his death in 1972 as the powerful director of the U.S. Federal Bureau of Investigation. The film itself won recognition as one of the Top 10 Films of 2011 by both the American Film Institute and the National Board of Review, but no individual actors won awards.

Answer: Django Unchained

Leonardo garnered a 2013 nomination for a Best Supporting Actor Golden Globe for Quentin Tarantino's "Django Unchained". DiCaprio played a hateful slave owner whose excesses kicked off a bloody scene typical of Tarantino films. Christoph Waltz won the trifecta of awards for "Django", as he had also done in the 2009 Tarantino movie "Inglorious Basterds".

Answer: The Wolf of Wall Street

"The Wolf of Wall Street" got 2014 Oscar nominations for both Best Picture and Best Actor for Leonardo but did not win in either category. This was the fifth collaboration between lead actor DiCaprio and director Scorsese. The film was based on the memoir of Wall Street stockbroker Jordan Belfort who was ultimately convicted of securities fraud and money laundering, spending almost two years in federal prison and paying $110 million in restitution to defrauded customers. Hill played his business partner and Robbie played his second wife.

Answer: The Revenant

Leonardo's long journey to a Best Actor Oscar ended with in 2016 with his performance in "The Revenant", his fourth role for which he was nominated for this award. Piling on, Leonardo also swept other Best Actor awards including a Golden Globe, Screen Actors Guild Award, BAFTA, and Critic's Choice Award. Leonardo plays fur trapper Hugh Glass in a gritty frontier survival story set in the 1820s in what would become the Dakota Territory.