The 10 Best Leonardo DiCaprio Movies, Ranked

Leonardo DiCaprio has made a number of incredibly popular and critically acclaimed films throughout his career. From the latest blockbuster he’s in, to some of his earlier work, there are so many great movies that have come out over the years. In this blog post we’re going to discuss 10 of Leo’s best movies!

10. What's Eating Gilbert Grape

What’s Eating Gilbert Grape is a 1993 American drama film directed by Lasse Hallström. It tells the story of a young man, Johnny (played by Leonardo DiCaprio), who lives with and cares for his mentally disabled older brother, Arnie (also played by Leonardo DiCaprio). The title refers to both

a literal interpretation of what might be wrong with Gilbert Grape as well as figurative ideas about eating away at oneself or one’s relationships. In 1991, director Lasse Hallstrom spotted DiCaprio on Broadway when he was doing “The New Yorkers,” which prompted him to offer the movie.

9. Revolutionary Road

Revolutionary Road is a 2008 British-American romantic drama film directed and written by Sam Mendes. The screenplay, based on the 1961 novel of the same name by Richard Yates, was conceived from an initial idea about people struggling to find happiness amid suburban conformity in 1950s America.

The story centers upon Frank Wheeler (Leonardo DiCaprio), who tries to escape his seemingly prosaic life as an advertising man, trapped with his wife April (Kate Winslet) in a series of lackluster jobs in Connecticut while their aspirations for something more are repeatedly frustrated or delayed.

8. Django Unchained

Django Unchained is  written and directed by Quentin Tarantino, starring Jamie Foxx as Django. With Christoph Waltz playing the titular character’s German bounty hunter nemesis Dr. King Schultz, Leonardo DiCaprio plays former slave plantation owner Calvin Candie in what he said was his most challenging role he has ever played.

7. The Aviator

The Aviator is a 2004 American biographical drama film directed by Martin Scorsese and written by John Logan. The film stars Leonardo DiCaprio as Howard Hughes, Cate Blanchett as Katharine Hepburn, Alec Baldwin as Noah Dietrich (Hughes’s right hand), Alan Alda as Wilkie Collins, Kate Beckinsale in her first movie appearance since 2001 as Jean Harlow following an introduction of the character earlier that year on Saturday Night Live, Gwen Stefani playing Alice Blake with Jodie Foster portraying Ingrid Bergman at a later time period than when she actually met him for real in 1948 and Jude Law taking over the role originally given to George Clooney who dropped out due to other commitments.

06. The Revenant

5. The Departed

In the Departed, DiCaprio plays the undercover state trooper Billy Costigan who infiltrates the Boston Irish gang of Frank Costello. He is investigating a mole in their crew when he falls into an unlikely romance with lower-ranking mobster’s daughter Colin Sullivan (played by Matt Damon). It was released on October 20, 2006 to critical acclaim and became one of the years’ best films. With government pressure mounting, excellent police work leads them to successfully thwarting terrorist plots but also reveals that they have been duped from within: someone has infiltrated their team as part of a plan to kill heads of each faction and destroy everything up through “kingpins” level – meaning all three men must be killed for this operation to succeed.

4. Titanic (1997)

One of the most well-known movies Leo has been in is Titanic, a romantic film set on board the infamous ship. The movie tells an epic story about forbidden love and ultimately culminated in tragedy. It’s one that we’ll never forget.

03. The Wolf of Wall Street (2013)

This movie is the story of a fading TV star (Leonardo DiCaprio) and his stunt double, Rick Dalton. They both get caught up in the world of celebrity worship and fame, but cannot live as large as they want to because their looks are deteriorating late in life.

The movie is set in 1969 Hollywood. It provides a very interesting glimpse into that time period and the paranoia of Charles Manson’s followers. The story has many ups and downs, but was well-written with some intense scenes.

2. Once Upon A Time… In Hollywood (2019)

This movie is one of the best-reviewed movies in recent years. The story follows a thief who steals ideas from people by entering their dreams and mind-controlled dreamscape where they are connected to a machine that records them as they sleep.

The first act of the film might be hard for some viewers, but it quickly picks up when Christopher Nolan introduces us to the main character’s power . This is also Leonardo DiCaprio’s highest grossing box office earning movie ever with $825 million world wide!

1. Inception (2010)

This movie is one of the best-reviewed movies in recent years. The story follows a thief who steals ideas from people by entering their dreams and mind-controlled dreamscape where they are connected to a machine that records them as they sleep.

The first act of the film might be hard for some viewers, but it quickly picks up when Christopher Nolan introduces us to the main character’s power . This is also Leonardo DiCaprio’s highest grossing box office earning movie ever with $825 million world wide!

 In the world of cinema, Leonardo DiCaprio is a force to be reckoned with. For decades he’s been making some of the most memorable films in history and has won numerous awards for his work on screen. As one of America’s favorite actors, it seems like there isn’t anything Leo can’t do or create an audience for. With all that said, we’ve compiled our list of 10 best movies by this famed actor – what are your favorites?

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