When it comes to directors, in addition to Scorsese, DiCaprio has paired up with Christopher Nolan, Danny Boyle, Steven Spielberg and Quentin Tarantino. It’s almost shocking that it took 30 years for DiCaprio to make his Paul Thomas Anderson debut with One Battle After Another, which hits theaters on Sept. 26. But if the rave reviews are any indication, it’s well worth the wait, with many already rooting for another DiCaprio Oscar win this winter.
In honor of One Battle After Another, below we revisit DiCaprio’s most beloved roles and do the impossible: rank his films.
Here are Leonardo DiCaprio's ten best movies ranked. Do you agree with our picks?
Leonardo DiCaprio's Best Movies, Ranked
Leonardo DiCaprio stars in The Revenant10. The Revenant (2015)
Related: Leonardo DiCaprio's Net Worth in 2025 Makes Him the King of World
Courtesy Warner Bros. Pictures
9.The Great Gatsby (2013)
DiCaprio’s reunion with Romeo + Juliet director Baz Luhrmann is one of his more understated performances, but arguably outdoes the late Robert Redford’s version of Jay Gatsby. DiCaprio brings the literary character to life with a quiet yearning that is masterfully coupled with Carey Mulligan’s take on the elusive Daisy, Jay’s long-overdue love. DiCaprio grounds the film that puts Luhrmann’s more bombastic tastes on display, and that is no easy feat.
Paramount Pictures
8. Shutter Island (2010)
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Leonardo DiCaprio as Jordan Belfort in The Wolf of Wall StreetCourtesy of Paramount Home Entertainment
7. The Wolf of Wall Street (2013)
Where does Jordan Belfort begin and DiCaprio end? Leave it to DiCaprio to fully transform once again onscreen, this time into a coked-out ambitious Wall Street broker who quickly descends into “greed is good”-esque mania. The film is based on the true story of Belfort’s brokerage firm Stratton Oakmont. And it’s not just DiCaprio giving it his all onscreen: Jonah Hill, Matthew McConaughey, Rob Reiner and Jon Bernthal all give career best turns. We can also thank Wolf of Wall Street for introducing American audiences to Margot Robbie.
DreamWorks
6. Catch Me If You Can (2002)
In another crime-fueled true story, DiCaprio teams with Steven Spielberg for the underrated classic Catch Me If You Can. DiCaprio portrays teen con man Frank Abagnale, Jr., who infamously became the most successful bank robber in U.S. history by the age of 17. The film follows Frank on the run as FBI Agent Carl Hanratty (Tom Hanks) is set on capturing him.
Leonardo DiCaprio in Titanic.CBS Photo Archive/Getty Images
5. Titanic (1997)
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Andrew Cooper/Sony Pictures
4. Once Upon a Time in Hollywood (2019)
DiCaprio is at the center of Quentin Tarantino’s love letter to Hollywood. The film is set in 1969 Los Angeles as aging actor Rick Dalton (DiCaprio) looks to revive his career with the help of his stunt man, Cliff Booth (Brad Pitt). While Rick and Cliff are fictional characters – albeit inspired by Burt Reynolds and his stunt man Hal Needham – the ensemble film does have some very real familiar faces. Margot Robbie portrays Sharon Tate, while Austin Butler is a member of the Manson family.
Jamie Foxx and Leonardo DiCaprio star in a story of slavery, directed spaghetti-western style by Quentin Tarantino. (R)3. Django Unchained (2012)
Related: All of Quentin Tarantino’s Movies, Ranked
Warner Bros. Pictures
2. The Departed (2006)
DiCaprio and Scorsese do it again with the reimagining of Hong Kong film Infernal Affairs. The Departed actually made history at the Oscars as being the first English language remake of an international film to win Best Picture. DiCaprio plays a South Boston cop who goes undercover to infiltrate a mob gang led by longtime neighborhood staple Frank Costello (Jack Nicholson). Yet a fellow police officer (Matt Damon) is a mole for Frank, and the duo have to figure out each other's identities before either of them are killed.
The Aviator1. The Aviator (2004)
DiCaprio portrays billionaire aviation tycoon Howard Hughes as he attempts to direct Hell's Angels amid his romances with Katharine Hepburn (Cate Blanchett) and Ava Gardner (Kate Beckinsale), all while his TWA airline is on the line. Howard’s struggle with OCD is captured in the decades-spanning epic that remains DiCaprio’s best role.
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