15 Best Leonardo DiCaprio Movies of All Time

POSTED BY , UPDATED ON June 30th, 2016


7. Titanic (1997)

Titanic Best Leonardo DiCaprio Movies

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Grossing a gigantic $2.2 billion in box office worldwide, James Cameron’s writing and direction is one of the best and most successful romantic flicks to ever have been made, one that still makes the number one movie date for Romeos and Juliets out there. Titanic is a story of unexpected love aboard the biggest ship of its time that was said to be indestructible.

The movie stars a young DiCaprio as the poor artist and the pretty Kate Winslet as the daughter of a rich aristocrat who fall in love with each other, ultimately leading to a tragic ending as the huge ships sinks. The movie won 11 Academy Awards in different categories, including a nomination for Kate Winslet as Best Actress in lead role and a Golden Globe nomination for Leonardo DiCaprio.


6. The Aviator (2004)

The Aviator 2004

This is another successful project undertaken by the talented actor-director duo, Leonardo DiCaprio and Martin Scorsese. The movie is based on life of the renowned American business tycoon, aerospace engineer and filmmaker Howard Hughes, from 1920s to 1940s, the prime years of his life.

DiCaprio stars opposite a very pretty Australian actress Cate Blanchett who plays Katherine Hepburn, one of the many women of the highest league that Howard dated. Cate Blanchett won an Oscar for her on screen brilliance along with an Oscar nomination for DiCaprio for his role as the energetic Howard who slowly drifts away from the normal world.


5. What’s Eating Gilbert Grape (1993)

Whats Eating The Grape 1993

Based on a novel by Peter Hughes, who also wrote the screenplay, this romantic venture is directed by the Swedish Lasse Hallstrom. The versatile Johnny Depp, who can play the most eccentric roles to perfection, stars as the main character named Gilbert Grape, who is responsible for looking after his mother and mentally handicapped brother Arnie, played by Leonardo DiCaprio.

The movie narrates how the entry of a new girl named Betty in the small town of Endora changes Gilbert’s life as their romance blossoms. DiCaprio gives a befitting performance, getting nominated for an Oscar and a Golden Globe. The movie shows the dysfunctional family in a new perspective, sympathetic rather than making the viewer feel sorry.


4. Django Unchained (2012)

Django Unchained 2012

This movie is set in an era just two years before civil war, when slavery was legal and a well-established business. This western is about a slave named Django who helps a German bounty hunter named Dr. King and is set free. Together, they work to catch criminals and make their way to a plantation owned by Calvin Candie (Leonardo DiCaprio), where Django’s lost wife is still alive and a slave.

DiCaprio really fits into the role, with his insensitive, looking down upon slaves attitude. Director Quentin’s project has been a major success, making it to number 57 in IMDb’s All-Time best movies list. Quentin Tarantino also won an Academy Award and Golden Globe.


3. Inception (2010)

Inception 2010

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Directed by the much revered Christopher Nolan, Inception is one of the best movies ever made, with a unique concept that you understand better each time you watch the movie again. The talented Leonardo DiCaprio plays the main character, a thief who can steal ideas using dream sharing concept. He is given a new task to plant an idea using the same method.

The movie ending is a paradox leaving the viewer wondering whether Dom Cobb (DiCaprio) has made it to the real world, or is in limbo. Inception is one of the highest critically acclaimed movies, with 4 Academy Awards and a score of other awards to its name.


2. The Departed (2006)

The Departed 2006 Movie

Martin Scorsese is back with another project – this time he has directed a crime thriller like no other. The cast includes his favourite star with most appearances in his movies, Leonardo DiCaprio along with Matt Damon and Mark Wahlberg.

The movie is about an undercover cop, Billy (Leonardo DiCaprio) who infiltrates a criminal gang. The mafia have a mole of their own in the police department. As both parties become aware of each other, it is a race against time to catch the other. With a star studded cast, 4 Oscars and countless other awards, The Departed remains one of the best crime movies to have hit the screens.


1. Catch Me If You Can (2002)

Catch Me If You Can 2002 1

Based on true story of and the book written by Frank Abagnale Jr. himself, this crime genre movie directed by Steven Spielberg is arguably Leonardo DiCaprio’s best work. The story is about a young boy, hit by his parent’s separation and financial losses, who takes on himself to make things right.

By the time he is arrested, Frank is nineteen years old and has made millions using fake checks by posing as a Pan Am pilot. This is a real life cat and mouse story where Frank is actively pursued by an FBI agent Carl Hanratty (a role played by Tom Hanks) for years before finally getting caught in France. DiCaprio got a Golden Globe nomination for his skillful role playing.


Honorable Mentions

We can’t resist mentioning these epic performances by Leonardo DiCaprio as well:

  • Don’s Plum (2001)
  • Blood Diamond (2006)
  • Romeo + Juliet (1996)


Did we miss any of the best Leonardo DiCaprio movies of all time? Please let us know in the comments below!