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1. Titanic (1997)
directed by James Cameron
featuring Leonardo DiCaprio, Kate Winslet, Billy Zane, Kathy Bates, Frances Fisher
This spectacular epic re-creates the ill-fated maiden voyage of the White Star Line's $7.5 million R.M.S Titanic and the tragic sea disaster of April ... More
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2. The Departed (2006)
directed by Martin Scorsese
featuring Leonardo DiCaprio, Matt Damon, Jack Nicholson, Mark Wahlberg, Martin Sheen
Legendary director Martin Scorsese takes the helm for this tale of questionable loyalties and blurring identities set in the South Boston organized ... More
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3. Catch Me If You Can (2002)
directed by Steven Spielberg
featuring Leonardo DiCaprio, Tom Hanks, Christopher Walken, Martin Sheen, Nathalie Baye
A gifted forger and confidence man attempts to stay one step ahead of the lawman determined to bring him to justice in this comedy-drama from Steven ... More
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4. The Man in the Iron Mask (1998)
directed by Randall Wallace
featuring Leonardo DiCaprio, Jeremy Irons, John Malkovich, Gérard Depardieu, Gabriel Byrne
Oscar-nominated Randall Wallace (Braveheart) made his directorial debut with this adaptation of the 1848 classic by Alexandre Dumas (1802-70), ... More
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5. What's Eating Gilbert Grape (1993)
directed by Lasse Hallström
featuring Johnny Depp, Juliette Lewis, Mary Steenburgen, Leonardo DiCaprio, Darlene Cates
Swedish director Lasse Hallstrom's follow-up to the underrated Once Around earned far more attention than its predecessor thanks to the judicious ... More
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6. J. Edgar (2011)
directed by Clint Eastwood
featuring Leonardo DiCaprio, Armie Hammer, Naomi Watts, Josh Lucas, Judi Dench
Acclaimed actor Leonardo DiCaprio stars in Academy Award-winning director Clint Eastwood's richly detailed biopic exploring the life and career of ... More
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7. Body of Lies (2008)
directed by Ridley Scott
featuring Leonardo DiCaprio, Russell Crowe, Mark Strong, Golshifteh Farahani, Oscar Isaac
Fresh off of their success with director Martin Scorsese's The Departed, star Leonardo DiCaprio and screenwriter William Monahan team with director ... More
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8. Revolutionary Road (2008)
directed by Sam Mendes
featuring Leonardo DiCaprio, Kate Winslet, Kathy Bates, Michael Shannon, Kathryn Hahn
Titanic shipmates Kathy Bates, Leonardo DiCaprio, and Kate Winslet step onboard for director Sam Mendes' tale of suburban malaise in 1950s-era ... More
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9. The Beach (2000)
directed by Danny Boyle
featuring Leonardo DiCaprio, Tilda Swinton, Virginie Ledoyen, Guillaume Canet, Paterson Joseph
For his first major project after the overwhelming success of Titanic, Leonardo Di Caprio took a risky path in this adaptation of Alex Garland's ... More
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10. Critters 3 (1991)
directed by Kristine Peterson
featuring Aimee Brooks, John Calvin, Katherine Cortez, Leonardo DiCaprio, Geoffrey Blake
The third in the tongue-in-cheek horror series liberally cribbed from Gremlins (1984) features an early performance from future heartthrob Leonardo ... More
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11. Total Eclipse (1997)
directed by Agnieszka Holland
featuring Leonardo DiCaprio, David Thewlis, Romane Bohringer, Dominique Blanc
This historical drama, directed by Agnieszka Holland, focuses on the rocky relationship between the renowned 19th century French poets Arthur Rimbaud ... More
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12. Blood Diamond (2006)
directed by Edward Zwick
featuring Leonardo DiCaprio, Jennifer Connelly, Djimon Hounsou, Jimi Mistry, Michael Sheen
A South African mercenary and a Mende fisherman find their fates forever intertwined as they embark on a quest to obtain a rare and highly coveted ... More
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13. William Shakespeare's Romeo + Juliet (1996)
directed by Baz Luhrmann
featuring Leonardo DiCaprio, Claire Danes, John Leguizamo, Harold Perrineau, Jr., Pete Postlethwaite
The classic Shakespearean romantic tragedy is updated by director Baz Luhrmann to a post-modern Verona Beach where swords are merely a brand of gun ... More
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14. Gangs of New York (2002)
directed by Martin Scorsese
featuring Leonardo DiCaprio, Daniel Day-Lewis, Cameron Diaz, Jim Broadbent, John C. Reilly
The violent rise of gangland power in New York City at a time of massive political corruption and the city's evolution into a cultural melting pot ... More
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15. Don's Plum (2001)
directed by R.D. Robb
featuring Amber Benson, Scott Bloom, Kevin Connolly, Leonardo DiCaprio, Jenny Lewis
Directed by R.D. Robb, the largely unreleased Don's Plum made headlines throughout the late '90s for featuring Leonardo DiCaprio, who, after scoring ... More
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16. The Aviator (2004)
directed by Martin Scorsese
featuring Leonardo DiCaprio, Cate Blanchett, Kate Beckinsale, John C. Reilly, Alec Baldwin, Alan Alda
Martin Scorsese directed this fast-moving, epic-scale biopic documenting the life and loves one of the most colorful Americans of the 20th century, ... More
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17. Inception (2010)
directed by Christopher Nolan
featuring Leonardo DiCaprio, Joseph Gordon-Levitt, Ellen Page, Tom Hardy, Ken Watanabe, Dileep Rao, Cillian Murphy, Tom Berenger, Marion Cotillard, Pete Postlethwaite, Michael Caine
Visionary filmmaker Christopher Nolan (Memento, The Dark Knight) writes and directs this psychological sci-fi action film about a thief who possesses ... More
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18. Shutter Island (2010)
directed by Martin Scorsese
featuring Leonardo DiCaprio, Mark Ruffalo, Ben Kingsley, Michelle Williams, Max von Sydow
Martin Scorsese and Leonardo DiCaprio team up for a fourth time for this adaptation of Shutter Island, a novel by Dennis Lehane (Mystic River). The ... More
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19. The Quick and the Dead (1995)
directed by Sam Raimi
featuring Roberts Blossom, Sharon Stone, Gene Hackman, Russell Crowe, Leonardo DiCaprio, Tobin Bell
Director Sam Raimi brings his trademark comic book-influenced visual panache to this post-modern Western. Sharon Stone stars as Ellen, a mysterious ... More
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20. Marvin's Room (1996)
directed by Jerry Zaks
featuring Meryl Streep, Leonardo DiCaprio, Diane Keaton, Robert De Niro, Hume Cronyn
Two sisters try to set their familial differences aside -- one in hopes of saving her own life -- in this drama with comic accents. Bessie (Diane ... More
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21. The 11th Hour (2007)
directed by Leila Conners Petersen, Nadia Conners
featuring Janine Benyus, Ken Ausubel, Lester Brown, Raymond L. Anderson, Tzeporah Berman, Leonardo DiCaprio
Co-directors Leila Conners Petersen and Nadia Conners conduct interviews with some of the world's leading scientists and creative thinkers in a film ... More
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22. This Boy's Life (1993)
directed by Michael Caton-Jones
featuring Robert De Niro, Ellen Barkin, Leonardo DiCaprio, Jonah Blechman, Eliza Dushku
A single mother and her difficult son find family life isn't necessarily all it's cracked up to be in this drama adapted from writer and professor ... More
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23. The Basketball Diaries (1995)
directed by Scott Kalvert
featuring Jimmy Papiris, Leonardo DiCaprio, Bruno Kirby, Nick Gaetani, Alexander Gaberman, Lorraine Bracco, Ben Jorgensen, Ernie Hudson, Akiko Ashley, Patrick McGaw
Very loosely based on the memoir of the same name, The Basketball Diaries transposes the late '60s adolescence of writer/artist Jim Carroll to some ... More
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24. Hubble (2010)
directed by Toni Myers
featuring Leonardo DiCaprio, Scott D. Altman, Gregory C. Johnson, Dr. Michael J. Massimino, Dr. K. Megan McArthur, Dr. Andrew J. Feustel, Michael T. Good
The filmmakers who brought you aboard the Space Station 3D invite you to follow the Hubble Space Telescope on its mission to explore the farthest ... More
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