15 Best Leonardo DiCaprio Movies of All Time

POSTED BY , UPDATED ON June 30th, 2016

15 Best Leonardo DiCaprio Movies of All Time

Until very recently, the blue eyed American actor and producer, Leonardo Wilhelm DiCaprio, had always remained just one step short of an Oscar to his name. Much to the disappointment of his huge fan base, luck didn’t favor him even with countless Oscar nominations to his name. All hell broke loose on social media when the Los Angeles born Leo finally got his much deserved Academy Award for his role in The Revenant (2015). Like they say, Fortune favors the brave. With his dashing looks and an intriguing demeanor, Leo has been a part of some of the best movies ever produced. Following are the 15 best Leonardo DiCaprio movies of all time:


15. The Beach (2000)

The Beach leonardo movies list

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Director Danny Boyle’s drama genre flick is based on a novel by Alex Garland. The lead character of the story is a young man played by none other than Leonardo DiCaprio.

Richard, in his twenties, is hooked on to nicotine and a fan of video games and Vietnam War movies. Richard is in Bangkok and finds a strange map that is said to lead to a beach – a paradise with the lifestyle he desires.


14. Revolutionary Road (2008)

Revolutionary Road 2008

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With a great history of on screen chemistry, and one of the Leonardo DiCaprio’s most famous movies in which he stars opposite Kate Winslet. The movie is directed by Sam Mendes and is based on a novel by late American fiction writer, Richard Yates. The story is set in 1950s and revolves around a young couple facing personal problems while raising two kids.

The talented duo gives intense performances as Kate Winslet wins a Golden Globe while Leonardo DiCaprio is nominated for one. The movie was also nominated for 3 Oscars in different categories.


13. The Great Gatsby (2013)

The Great Gatsby 2013

Movie adaption of classic novels is always a tough job especially when the writers and directors need to alter things in the plot. Baz Luhrmann takes this daunting task and comes out strong, doing a commendable job with his adaption of Fitzgerald’s novel.

Luhrmann has a stellar cast up his sleeve with the likes of the versatile Leonardo DiCaprio, the stunning English actress Carey Mulligan and Tobey Maguire of Spiderman fame.

DiCaprio takes the central role of Jay Gatsby, a rich, lavish party lifestyle millionaire who happens to be Nick Carraway’s (Tobey Maguire) neighbor. Maguire is the narrator of the story, his account of how he fell into depression. Inspired by Jay Gatsby and through many plot twists, Nick finally sees the clear picture once the dust has settled.

The Great Gatsby is only an illusion, created to impress and win his old love, Nick’s beautiful cousin Daisy, who’s married to Tom Buchanan – a crude, rough man. The movie won 2 Oscars in cevaluatorostume design and production design categories.


12. This Boy’s Life (1993)

This Boys Life 1993

Leonardo DiCaprio’s second venture in the film industry was along the revered actor Robert De Niro. Directed by Michael Caton-Jones, this biopic is another book adaption of the famous American writer and professor of literature Tobias Wolff. It is based on a true story about a mother and her young boy who settle in Seattle and the mother marries a mechanic.

Circumstances test them both thoroughly as the mechanic is an alcoholic and abusive while the young boy seems to hang in the wrong people. The hope of escaping the town one day is what keeps the boy going, bearing his abusive father. The character of abusive father is played by the talented Robert De Niro while Leonardo DiCaprio takes the stage as the young boy named Toby.


11. Shutter Island (2010)

Shutter Island 2010

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Martin Scorsese’s Shutter Island is one of the very best mystery movies of all time and makes it into the IMDB’s top 250 movies of all-time list. This critically acclaimed adaption of Dennis Lehane’s novel is set in a gloomy, ominous atmosphere on an island, a facility for the criminally insane.

U.S Marshall Teddy Daniels (Leonardo DiCaprio) and his partner Chuck (Mark Ruffalo) arrive on the island to investigate the disappearance of a patient from the hospital. Denial of access to patient records and head of hospital Dr. Cawley’s menacing, evil smile all point to the same conclusion – something sinister is underway at the hospital. As Daniels tries to dig deep, his old demons and memories start to haunt him. Arguably the best part of the movie is its ending, leaving it to viewer’s imagination whether Daniels really ever existed.


10. Gangs of New York (2002)

Gangs of New York 2002

Set in civil war era, this is another Martin Scorsese’s direction based on a story by Jay Cocks. With Martin’s expertise and a star studded cast featuring Leonardo DiCaprio, Cameron Diaz, Liam Neeson and Daniel Day-Lewis, the movie was bound to be a box office success as well as in awards category, getting nominated for 10 Oscars in different categories.

Leo dons the role of Amsterdam Vallon, whose father was killed in a gang fight before his eyes. Some years later, he is back in Five-Points district in New York to avenge his father’s death from Bill The-Butcher. Scorsese deserves full credit for recreating the civil war era, showing the bloodied society in a state anarchy, riots and rule of might.


9. The Wolf of Wall Street (2013)

The Wolf of Wall Street 2013

Leonardo DiCaprio and Martin Scorsese’s actor-director partnership has been a strong one. The duo come together yet again, this time for a comic biography based on life on Jordan Belfort, showing his rise through the ranks of stockbrokers, reaching the richie-rich life style and finally getting involved in corruption.

The movie has received high praise from critics, making it into IMDb’s top 250 movies of all-time list. It also has five Oscar nominations to its name, including one for the lead actor Leonardo for his superb impersonation and acting skills as Jordan Belfort along with a nomination for Martin in Best Achievement in Directing category.


8. The Revenant (2015)

The Revenant 2015

The movie that provided DiCaprio the much awaited and deserved break – winning an Academy Award. Directed by the Mexican Alejandro G. Inarritu, The Revenant is based on a novel by Michael Punke with the same name.

DiCaprio plays the lead role of Hugh Glass, a frontiersman who faces survival crisis after getting mauled by a bear while his own men having deserted him for good. DiCaprio’s brilliance makes the viewer feel the desperation of his situation without words. His expressions convey much more than just his state, making his feelings almost tangible.