Leonardo DiCaprio is an iconic Hollywood actor who has captivated audiences for decades with his diverse acting skills and memorable performances. With his start in television during the late 1980s and early 1990s, DiCaprio transitioned to film and quickly established himself as a leading man, making a remarkable impact on the movie industry.

As a celebrated celebrity, Leonardo DiCaprio has left an indelible mark on Hollywood and its cinematic history. With numerous accolades and collaborations with renowned filmmakers, his impressive body of work showcases his dedication to creating compelling narratives and truly engaging viewer experiences.

25. The Beach (2000)

“The Beach” is a 2000 adventure drama film directed by Danny Boyle and based on the 1997 novel of the same name by Alex Garland. The screenplay was written by John Hodge. The movie stars Leonardo DiCaprio, Tilda Swinton, Virginie Ledoyen, Guillaume Canet, and Robert Carlyle.

Filmed on the beautiful Thai island of Ko Phi Phi Le, the plot follows Richard (Leonardo DiCaprio), a backpacker who travels to Bangkok, Thailand, seeking a radically different experience from his familiar life. Together, they set out for an island rumored to be a solitary beach paradise.

24. Body of Lies (2008)

“Body of Lies” is a 2008 Hollywood spy action thriller film based on the novel by David Ignatius. The film features an impressive cast, with Leonardo DiCaprio and Russell Crowe taking on the lead roles.

Set in the Middle East, the plot revolves around a CIA agent, Roger Ferris (played by DiCaprio), who is on a mission to hunt down a powerful terrorist leader. He finds himself caught between the unclear intentions of his American supervisors and Jordan’s intelligence agency.

23. The Great Gatsby (2013)

In 2013, a film adaptation of F. Scott Fitzgerald’s classic novel, “The Great Gatsby,” directed by Baz Luhrmann, was released. The movie attracted considerable attention due to its high-profile cast, standout visual effects, and modern soundtrack.

Baz Luhrmann is known for his visually stunning and unique directorial style. In “The Great Gatsby,” he employed a combination of vibrant colors, elaborate sets, and intricate costumes. The film’s runtime is 2 hours and 22 minutes, and it received a PG-13 rating for its content.

22. Blood Diamond (2006)

“Blood Diamond” is a 2006 Hollywood adventure-drama film directed by Edward Zwick. The movie stars Leonardo DiCaprio, Djimon Hounsou, and Jennifer Connelly in leading roles.

The plot follows a fisherman, a smuggler, and a syndicate of businessmen as they compete against each other over the possession of a priceless diamond. DiCaprio plays a smuggler named Archer, who has made himself a key player in the conflict diamond trade due to his strong survival instincts.

21. J. Edgar (2011)

“J. Edgar” is a 2011 biographical drama film directed by Clint Eastwood and written by Dustin Lance Black. The film stars Leonardo DiCaprio as J. Edgar Hoover, the powerful head of the Federal Bureau of Investigation (FBI) for nearly fifty years. The story focuses on Hoover’s professional and personal life, shedding light on his impact on American law enforcement and politics.

The movie features a strong supporting cast, including Armie Hammer, Naomi Watts, and Adam Driver, who made his film debut in this project.

20. The Man in the Iron Mask (1998)

“The Man in the Iron Mask” is a 1998 Hollywood film featuring Leonardo DiCaprio in dual roles. The film, directed by Randall Wallace, is an adaptation of Alexandre Dumas’ classic novel. DiCaprio portrays both cruel King Louis XIV and his secret twin brother, who has been imprisoned in an iron mask.

Set in 1662 Paris, the story revolves around the tyrannical Louis XIV, who has plunged the nation into poverty and debauchery while pursuing war and romancing young women.

While maintaining an action-adventure drama tone, the film delves into the intrigue and cunning of the political scene of the time. Louis XIV’s reign faces threats from within, with his assassination attempt thwarted by D’Artagnan, the captain of his guard. Amid this chaos, the king has his eyes set on Christine, the betrothed of Raoul, a soldier and son of a retired musketeer, Athos.

19. This Boy’s Life (1993)

“This Boy’s Life” is a 1993 drama film based on the memoir of the same name by American author Tobias Wolff. The film, directed by Michael Caton-Jones, chronicles the troubled adolescence of Toby (played by Leonardo DiCaprio) who struggles with his violent and domineering stepfather Dwight (Robert De Niro), while his mother (Ellen Barkin) remains oblivious to her son’s plight.

Set in the 1950s, the film explores themes of domestic violence, adolescence turmoil, and the pursuit of identity. It features a standout performance from a young DiCaprio, whose gripping portrayal of a struggling teenager earned widespread critical acclaim. The movie paints a poignant image of a dysfunctional family, making it a memorable experience for audiences.

18. Don’t Look Up (2021)

“Don’t Look Up” is a 2021 American apocalyptic political satire black comedy film. The movie was written, co-produced, and directed by Adam McKay, who also co-wrote the story with David Sirota.

The film follows the story of two low-level astronomers, played by Leonardo DiCaprio and Jennifer Lawrence. They embark on a media tour to warn humankind of an approaching planet-killing comet hurtling toward Earth. Despite their efforts, the response from a distracted world is underwhelming as society remains ignorant of the impending danger. 

17. Marvin’s Room (1996)

“Marvin’s Room” is a 1996 drama film featuring a star-studded cast, including Leonardo DiCaprio, Meryl Streep, Diane Keaton, and Robert De Niro. Adapted from Scott McPherson’s play, the movie showcases the lives of two estranged sisters.

The plot centers on Lee (played by Meryl Streep) and Bessie (portrayed by Diane Keaton), who reunite after 17 years. Lee, a fiercely independent woman, previously left for Ohio, while Bessie stayed home to care for their bedridden father, Marvin.

Lee grapples with her own issues, such as her mischievous son Hank (played by Leonardo DiCaprio), who has a habit of causing mayhem. The sisters reconnect as they navigate the challenges of their father’s illness and Lee’s tumultuous relationship with her son.

16. The Quick and the Dead (1995)

In 1995, Leonardo DiCaprio appeared in the revisionist Western film, “The Quick and the Dead.” The movie was directed by Sam Raimi and starred Sharon Stone, Gene Hackman, and Russell Crowe alongside DiCaprio. With a screenplay written by Simon Moore, contributions were also made by Joss Whedon. This Hollywood production offers a blend of action, drama, and romance packed into its 1 hour and 45-minute runtime.

The plot revolves around a female gunfighter, played by Sharon Stone, who enters a dueling tournament in a frontier town. Seeking revenge for her father’s death, she confronts town boss John Herod, portrayed by Gene Hackman. DiCaprio plays the role of a young, talented gunslinger called “The Kid,” who also participates in the tournament.

15. The Basketball Diaries (1995)

“The Basketball Diaries” is a 1995 American biographical crime drama film directed by Scott Kalvert. The film is based on an autobiographical novel of the same name, written by Jim Carroll. Set in the realms of Hollywood, the film showcases the story of Carroll’s teenage years as a promising high school basketball player and writer who succumbs to the world of drug addiction.

Leonardo DiCaprio stars as Jim Carroll in a captivating performance. He portrays Carroll’s struggle with drug addiction and holds the film together with his brilliant acting.

In the film, Carroll’s dream of becoming a basketball star is threatened as he descends into drug addiction. The narrative provides a raw and honest glimpse of human vulnerability as the protagonist faces the harrowing consequences of his choices.

14. Shutter Island (2010)

“Shutter Island” is a 2010 American neo-noir psychological thriller film directed by Martin Scorsese. The film is adapted by Laeta Kalogridis, based on the 2003 novel of the same name by Dennis Lehane. The story revolves around U.S. Marshal Teddy Daniels, played by Leonardo DiCaprio, who is sent to investigate the disappearance of a patient from a remote island asylum.

In the film, Teddy Daniels and his partner Chuck Aule, portrayed by Mark Ruffalo, travel to Ashecliffe Hospital, a fortress-like insane asylum. As the two marshals investigate the case, they find themselves trapped on the island due to a massive storm. Throughout the film, Teddy uncovers various cryptic plots and discovers shocking truths about the place.

The film showcases Leonardo DiCaprio’s exceptional acting skills, as he deals with the complexities and challenges of his character. Martin Scorsese’s masterful direction sets the eerie tone for the story and creates a suspenseful atmosphere that engages the audience.

13. Gangs of New York (2002)

“Gangs of New York” is a 2002 American epic historical drama film directed by Martin Scorsese. The screenplay was written by Jay Cocks, Steven Zaillian, and Kenneth Lonergan, based on Herbert Asbury’s 1927 book The Gangs of New York. The movie features Leonardo DiCaprio as Amsterdam Vallon, an Irish immigrant who seeks revenge against Bill “The Butcher” Cutting, played by Daniel Day-Lewis.

The film is set in the 1860s during the American Civil War. It focuses on the Five Points district of Lower Manhattan, an area infamous for crime, prostitution, theft, and murder. The movie is a gritty representation of New York City’s turbulent past.

12. The Aviator (2004)

“The Aviator” is a 2004 epic biographical drama film directed by Martin Scorsese and written by John Logan. The film stars Leonardo DiCaprio as the legendary director and aviator, Howard Hughes. It also features Cate Blanchett as Katharine Hepburn and Kate Beckinsale as Ava Gardner.

Set in the late 1920s to the mid-1940s, the film chronicles Hughes’ early years, exploring his career in Hollywood and the aviation industry. It also delves into his personal life, revealing the eccentricities and challenges he faced.

11. Romeo + Juliet (1996)

“Romeo + Juliet” is a 1996 romantic crime film directed, produced, and co-written by Baz Luhrmann. The movie is a modernized adaptation of William Shakespeare’s tragic play Romeo and Juliet while still utilizing Shakespearean English.

This film features Leonardo DiCaprio as Romeo and Claire Danes as Juliet. The story takes place in the hip modern suburb of Verona, putting a contemporary twist on the classic tale of star-crossed lovers.

10. What’s Eating Gilbert Grape (1993)

“What’s Eating Gilbert Grape” is a 1993 American coming-of-age drama film. Set in a small Midwestern town, it tells the story of a young man named Gilbert, played by Johnny Depp, who struggles to care for his mentally-disabled younger brother, Arnie, portrayed by Leonardo DiCaprio, and their morbidly obese mother. Directed by Lasse Hallström, the film also stars Juliette Lewis and Darlene Cates.

DiCaprio’s performance as Arnie Grape was highly praised in Hollywood, earning him an Academy Award nomination for Best Supporting Actor. His portrayal of the character showcased his exceptional acting skills, contributing to the film’s reputation as one of his standout roles in the 1990s.

9. Inception (2010)

“Inception,” a 2010 science fiction action film, was written and directed by Christopher Nolan. The film features Leonardo DiCaprio as Dom Cobb, a professional thief who uses dream-sharing technology to steal information from his targets.

Christopher Nolan’s visionary direction elevated the movie to a new level of storytelling, combining an intricate plot with stellar performances. DiCaprio, as Dom Cobb, delivers a gripping portrayal of a man wrestling with his past, while navigating the treacherous landscapes of his victims’ subconscious minds.

“Inception” is not only a testament to DiCaprio’s talents but also showcases Nolan’s dedication to detail, imagination, and filmmaking. A unique combination of sophisticated themes, impressive visual effects, and exceptional acting makes the film a modern classic in both science fiction and action genres.

8. Revolutionary Road (2008)

“Revolutionary Road” is a 2008 Hollywood romantic drama film directed by Sam Mendes. The screenplay, written by Justin Haythe, adapts the 1961 novel of the same name by Richard Yates. The film stars Leonardo DiCaprio and Kate Winslet as the main characters, Frank and April Wheeler.

The story is set in the mid-1950s in a Connecticut suburb. Frank and April, a young couple, face personal struggles while attempting to raise their two children. The film explores themes of suburban life, dissatisfaction, and the American Dream.

Leonardo DiCaprio showcases his acting prowess as Frank Wheeler, a disillusioned man seeking escape from the mundane suburban life.

7. Django Unchained (2012)

“Django Unchained” is a 2012 American revisionist Western film written and directed by Quentin Tarantino. The movie stars an ensemble cast, including Leonardo DiCaprio, Jamie Foxx, Christoph Waltz, Kerry Washington, and Samuel L. Jackson, alongside other notable actors in supporting roles.

In the film, Leonardo DiCaprio plays the role of Calvin Candie, a ruthless plantation owner in Mississippi. Jamie Foxx takes on the character of Django, a freed slave teaming up with a German bounty hunter, played by Christoph Waltz, to rescue his wife from Calvin Candie’s brutal plantation.

The movie runs for 2 hours and 45 minutes, sweeping audiences into a world of violence, vengeance, and unexpected alliances. Tarantino’s filmmaking prowess is on full display as he masterfully balances character development, storytelling, and action.

6. Catch Me If You Can (2002)

“Catch Me If You Can” is a 2002 American biographical crime comedy-drama film directed and produced by Steven Spielberg. The film stars Leonardo DiCaprio and Tom Hanks, with a supporting cast that includes Christopher Walken, Martin Sheen, Nathalie Baye, Amy Adams, and James Brolin.

The movie is based on the life of Frank Abagnale, a skilled forger who, at just 21 years old, had already impersonated a doctor, lawyer, and pilot. DiCaprio’s portrayal of Abagnale as charming and quick-witted makes the character incredibly engaging for audiences.

In the film, DiCaprio’s character is pursued by an FBI agent named Carl Hanratty, played by Tom Hanks. Hanratty becomes obsessed with catching the elusive con man, who seems to revel in the chase. The dynamic between the two characters adds layers of excitement and suspense to the story.

5. The Revenant (2015)

“The Revenant,” released in 2015, is a Hollywood film directed by Alejandro G. Iñárritu. The movie is inspired by true events and features an exceptional performance by Leonardo DiCaprio, who won an Oscar for his role as Hugh Glass. The Revenant showcases a frontiersman’s struggle for survival after being abandoned by his hunting team following a brutal bear attack.

Set in the 1820s, the story unfolds within the present-day Dakotas. DiCaprio’s character, Glass, must rely on his instincts and resourcefulness to endure severe challenges brought forth by the unforgiving natural world.

4. The Wolf of Wall Street (2013)

In 2013, Leonardo DiCaprio starred in the biographical crime-comedy film “The Wolf of Wall Street,” directed by renowned filmmaker Martin Scorsese. The film was based on the true story of Jordan Belfort, a wealthy stockbroker who experienced a dramatic rise and fall involving crime, corruption, and federal government intervention.

DiCaprio’s performance was met with acclaim, with many critics considering it one of the best of his career. The film’s story unfolded in 1987 when Belfort landed a job as a Wall Street stockbroker at L.F. Rothschild, working under Mark Hanna. He quickly became immersed in the drug-fueled stockbroker culture and Hanna’s belief that a broker’s only goal was to make money for themselves.

Throughout the 2 hour and 59-minute runtime, “The Wolf of Wall Street” showcased Belfort’s life of non-stop thrills and the corrupt side of the finance world.

3. Titanic (1997)

“Titanic” is a 1997 film directed by James Cameron and stars Leonardo DiCaprio as Jack Dawson. In this romantic drama, DiCaprio’s character becomes involved with a young aristocratic woman named Rose, played by Kate Winslet. The film is set aboard the ill-fated R.M.S. Titanic, which ultimately sank on its maiden voyage in 1912.

Jack Dawson is a penniless artist who wins a ticket to board the luxurious Titanic. During the voyage, he crosses paths with Rose, who is engaged to a wealthy man but feels trapped in her privileged world. They quickly fall in love, creating a powerful and emotional connection.

As the story unfolds, tragedy strikes when the vessel collides with an iceberg. This sets the stage for a thrilling race for survival, as Jack and Rose must navigate the chaos and dangers that ensue.

2. Once Upon a Time in Hollywood (2019)

“Once Upon a Time In Hollywood” is a 2019 comedy-drama film, written and directed by the renowned filmmaker Quentin Tarantino. The movie is set in 1969, focusing on the story of a fading TV actor, his stunt-double, and the duo’s attempts to find success amid the changing Hollywood landscape.

The star-studded cast includes the talented Leonardo DiCaprio as the TV actor, Rick Dalton, and Brad Pitt as his friend and stunt-double, Cliff Booth. They are accompanied by Margot Robbie, who portrays the real-life actress Sharon Tate.

1. The Departed (2006)

“The Departed” is a 2006 crime thriller film directed by the legendary Martin Scorsese. The movie boasts an all-star cast, including Leonardo DiCaprio playing the role of an undercover cop named Billy Costigan.

The screenplay was written by William Monahan, and the film revolves around the challenges faced by Billy as he infiltrates an Irish gang in South Boston. While undercover, he must also identify a mole hiding within the police force.

Frequently Asked Questions

What are some new movies starring Leonardo DiCaprio?

Leonardo DiCaprio has recently been seen in films such as Once Upon a Time in Hollywood (2019) and The Revenant(2015). He is also set to appear in upcoming movies like Killers of the Flower Moon and The Devil in the White City.

Which movies feature both Leonardo DiCaprio and Kate Winslet?

Leonardo DiCaprio and Kate Winslet have starred together in two films: the iconic Titanic (1997) and the drama Revolutionary Road (2008).

Which are the first films in Leonardo DiCaprio’s career?

Early in his career, Leonardo DiCaprio played roles in Critters 3 (1991) and Poison Ivy (1992). He gained recognition with performances in films like This Boy’s Life (1993) and What’s Eating Gilbert Grape (1993).

Which Leonardo DiCaprio films are available for streaming?

Availability of Leonardo DiCaprio’s films for streaming can vary depending on the platform and region. Some popular streaming services like Netflix, Amazon Prime Video, and Hulu carry a selection of his films.

Which Leonardo DiCaprio movies have won Oscars?

Some Oscar-winning films featuring Leonardo DiCaprio include The Departed (2006), Inception (2010), and The Revenant (2015). DiCaprio won his first and only Oscar for Best Actor for his role in The Revenant.

What are the top Leonardo DiCaprio films on Netflix?

The availability of DiCaprio’s films on Netflix may vary by region. Some popular titles that can be found on Netflix include Inception, Django Unchained, The Departed, and Shutter Island. Be sure to check your local Netflix catalog for the most up-to-date information.

Miranda Davies

Miranda Davies

Hi, my name is Miranda Davies, and I’ve loved film and television all of my life. Some of my earliest memories involve me and family or friends catching the latest movies, or reclining on the couch to catch some awesome television, and I want to share that passion with fellow fans like you!The best way to celebrate film and television is to chat about it with people as equally passionate as you, so this website will be dedicated to being a hub for those that want to chat about their obsessions in a safe and welcoming environment that is fun to visit!