Can You Match The Leonardo DiCaprio Picture To The Movie?
- by Ryan Carlquist
- – on
- in Movies and TV
Leonardo DiCaprio is one of the most celebrated and sought after actors of the modern age of cinema, and he's solidified himself as a talented dramatic and comedic powerhouse. His constant collaborations with masterful directors like Martin Scorsese, Quentin Tarantino, Clint Eastwood, and Steven Spielberg, put him directly in the public eye, and it helped him to get the massive following and impressive resume that he has today. It took DiCaprio far too long to win the coveted Academy Award, but even more impressive than his lack of constant award recognition is his wonderful film catalogue. DiCaprio has appeared in 28 films to date, and his actions towards conserving the environment and animals has made quite the impact in the real world. He has dedicated his entire professional career to delivering life-like and engaging characters that always serve to elevate the incredible films that he chooses to appear in. It's not necessarily easy for an actor as famous as DiCaprio to blend in while going unnoticed, but his abundance of film appearances means it's not too easy to differentiate his different looks in all of his roles. So without further ado, prove that you're the biggest DiCaprio fan of them all by matching the picture of DiCaprio to the film it's from.
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One of Leonardo DiCaprio’s earliest roles, and the first one to garner him some award recognition, this film showcased Leonardo’s impressive range at a very young age. The film also stars Jonny Depp, and centers around his struggle to take care of both his mentally disabled brother and morbidly obese mother after the death of his father. Depp’s character falls for the new girl in town, Becky, but is deeply entwined with a married woman, Betty Carver. It’s a beautiful film about budding romance and the importance of family.
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Leonardo DiCaprio’s only Western film in his roster, this country themed shoot-em-up film is a surprisingly fun adventure that seems to often become buried under DiCaprio’s impressive body of work. The film also stars Sharon Stone, Gene Hackman, and Russell Crowe, and it was director Sam Raimi’s (Spider-Man, Evil Dead) first foray into the Western genre. It’s a classic “gun-slinger” western that uses the classic tropes to its advantage, while updating some of the more outdated procedures for more intricate, tense drama.
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In this 1995 coming-of-age sports drama, Leonardo plays a young Jim Carroll, who is utterly consumed with his life as a high school basketball sensation. He’s experiencing immense pressures both on and off the court from both his coach and his mother, and he sadly becomes addicted to heroine. Jim and his friends end up prostituting themselves to score drugs, and sadly decline into the rabbit hole further and further. His only saving grace is his friend Reggie, who also plays on his team.
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In this Agniezka Holland film, Leonardo plays a young poet who seduces an older seasoned poet (David Thewlis) who is a struggling alcoholic. The older poet is married, but his marriage is suffering the costs of his addictive tendencies. Eventually, Leonardo DiCaprio causes even more trouble as he begins to create a rift in their marriage, having sexual relations with the poet, and mocking their lifestyle choices. The poet is eventually imprisoned for sodomy, and his wife has to come to the realization that she will never break him of his addictions.
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This Baz Luhrman adaptation of the classic play sets the story in a post-modern fictional city. The two main characters are from two separate crime families, and the two end up meeting at an extravagant party thrown by her parents. The story is completely faithful to the original dialogue of the play, only updating setting and character interaction. It’s one of Luhrman’s most visually stunning and creative films, and it’s wonderful seeing such a fresh addition to an already beloved tale.
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Starring three of Hollywood’s biggest stars and most talented actors, this film tells the story of a family that is world’s apart, being forced to cooperate and lean on one another for support. The film stars Diane Keaton, Meryl Streep, and Leonardo DiCaprio, and it’s centered around a single diagnosis for Bessie (Diane Keaton), which means she'll need a bone marrow transplant to live. Lee (Meryl Streep) and her son end up moving to Florida to help her through this tough time, and to attempt to get her the bone marrow that she needs to make it through.
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One of the highest grossing domestic bouts of all time, this movie put Leonardo on the map like never before. He became America’s heartthrob almost instantly with his portrayal of Jack, and the story centered around his romantic involvement with another ship patron, Rose (Kate Winslet). It tells the true story of a famous disaster in human history, but it forgoes most of the heartwrenching details to tell a (LONG) story of two random people who fall deeply in love with each other. It was another massive success for director James Cameron, and it’s a beloved classic today.
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Perhaps Leonardo DiCaprio’s oddest film, this swashbuckling adventure tale was directed by Randall Wallace and starred Jeremy Irons, John Malkovich, and Leonardo DiCaprio. Taking place in France in 1662, the story begins with Athos (Malkovich) swearing vengeance upon King Louis XIV (DiCaprio) after he causes the death of his beloved son. He gathers some fellow Musketeers and concocts a plan to free the King’s imprisoned twin brother, and arrange for him to take the throne instead. It’s just so crazy … it just might make for a convoluted film.
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This 1998 comedy-drama film was directed by Woody Allen, and revolves around the intersecting and diverging paths that a couple takes following their nasty divorce. The film sports a terrific and enormous cast that includes Hank Azaria, Kenneth Branagh, Judy Davis, Leonardo DiCaprio, Melanie Griffith, and Famke Janssen. The film didn’t necessarily receive the most stellar reviews, but its interesting premise was enough to capture the attention of Allen’s faithful fans. DiCaprio isn’t in the film for long, but his introduction is hilarious, and it’s a great cameo by a young and talented actor.
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This British-American adventure film was directed by Danny Boyle (Trainspotting), and it was based on the 1996 novel of the same name. The film stars Leonardo DiCaprio, Virginie Ledoyen, and Tilda Swinton, and it was filmed on the Thai island of Koh Phi Phi. The movie revolves around a young man named Richard who is obsessed with adventure and new experiences, who finds himself in Bangkok, when he meets a young woman named Daffy who tells him of a pristine and uninhabited beach that he just had to discover.
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This 2001 low-budget black and white indie film was directed by R.D. Robb and starred Leonardo DiCaprio, Tobey Maguire, and Kevin Connolly. The film surrounds a single night in the lives of a group of friends who discuss the complications and benefits of modern life. The film is actually blocked from appearing in the U.S. and Canada today, as the actors involved attempted to stop the movie from being released. There is a long list of lawsuits involved with the production and distribution of the film, and it seems as though we’ll never truly get to see the film here.
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This Martin Scorsese film depicted the intricate wars that took place in the early days of the settlement of New York City. Starring Daniel Day Lewis, Leonardo DiCaprio, Cameron Diaz, and Liam Neeson, this film stands as one of Martin Scorsese’s greatest efforts yet. It’s a tightly knit drama that explores the story of two separate gangs that fight over turf within the streets of New York. A young DiCaprio sees his father fall at the hand of Lewis’s character, and he aspires to exact his revenge when he becomes a young man, but he’s soon impressed by Lewis’ lifestyle.
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Steven Spielberg’s (2002) film starred Leonardo DiCaprio, Tom Hanks, and Christopher Walken, and was half heist film, half on-the-run adventure, that showcased Spielberg’s knack for incredibly rounded characters. Leonardo gives a convincing performance as a young man that dreams of exploration and personal discovery, as he forges checks, impersonates a doctor and lawyer, and even pretends to be a PanAm pilot. It’s as exciting as it is surprising, and it’s a film that’s hard to miss because it’s almost always on TV.
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Another Martin Scorsese film, (that occurs quite often throughout this list) this bio-pic tells the story of Howard Hughes, and his interest in aviation, and his eventual direction of the epic American war film, Hell’s Angels. The film also stars Leonardo DiCaprio, Jude Law, Cate Blanchett, and Kate Beckinsale, and it earned Leonardo another Academy Award nomination for his performance. It was also nominated for an additional 10 Academy Awards, including Best Director, Best Picture, Best Original Screenplay, and numerous others.
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Yet another Martin Scorsese film, this particular movie sported an All-Star supporting cast including Leonardo DiCaprio, Martin Sheen, Mark Wahlberg, Jack Nicholson, Matt Damon, and Vera Farmiga. This film is a remake of a classic Hong Kong centered picture, Infernal Affairs. The film takes place in Boston, and sees Irish mob boss Frank Costello (Nicholson) attempting to find the rat in his criminal organization, while also planting Matt Damon as a mole in the Massachusetts State Police Department. The film even won four Oscars for Best Picture, Best Director, Best Adapted Screenplay, and Best Film Editing.
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This 2006 German-American war thriller was directed by Edward Zwick, and starred Leonardo DiCaprio, Jennifer Connelly, and Djimon Hounsou. The film is set during the Sierra Leone Civil War, and it centers around two men’s search for the diamonds that are mined inside of conflicting war zones and sold to finance either side of the battle, financing both diamond companies and warlords. Leonardo DiCaprio and Djimon Houston were nominated for Academy Awards for Best Actor and Best Supporting Actor respectively, and the film received a generally positive reception.
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This film was a 2008 spy film directed and produced by Ridley Scott, and starred Leonardo DiCaprio and Russell Crowe. The film is set in the Middle East and follows the CIA and Jordian Intelligence’s attempts to catch International Terrorist, Al Saleem. Based on the novel of the same name by David Ignatius, the film features two men’s vastly different approaches to capturing the criminal. The film and novel both focus on themes of the contemporary tension between both Western and Arabian societies, and the overall competency of both technological and human counter-intelligence methods.
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A truly depressing look at the destruction of modern suburban marriage, this film was directed by Sam Mendes and starred Leonardo DiCaprio and Kate Winslet, and was released in 2008. The film is truly heartbreaking because of its true-to-life depiction of the challenges and hurdles that comes with keeping a marriage both exciting and strong. It’s one of the rare films that can keep an audience truly engaged even when its very plot isn’t overly extravagant or exciting. It’s a testament to the capabilities of both its cast and director, and it’s a fondly remembered story.
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This film is perhaps the closest we’ll ever get to a horror film directed by Martin Scorsese. This cerebral thriller stars Leonardo DiCaprio and Mark Ruffalo, as a United States Marshall and his partner, investigating the disappearance of a particular inmate, Rachel Solando, who was incarcerated for drowning her three children. The film is full of inventive twists and interesting characters that drive the intriguing plot forward, and keeps its audience guessing as to whether Leonardo is truly going crazy, or whether he’s the only sane one pictured.
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This 2010 science-fiction film was directed by Christopher Nolan and featured an ensemble cast of Leonardo DiCaprio, Joseph Gordon-Levitt, Ellen Page, Tom Hardy, Marion Cotillard, and Ken Watanabe, and the original trailer "bwong". The film explores a team’s mission to plant the idea of corporate collapse into a man’s subconscious , while delving into the intricate layers of the individuals dreams. Dom Cobb (DiCaprio) takes a young Ariadne (Page) under his wing and teaches her to build complicated mazes within which Cobb and his extracting team can lead their target through, while attempting to build the idea organically within his head.
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This film is a 2011 American biographical drama directed, co-produced, and scored by the masterful Clint Eastwood. The film follows the career of the first Director of the Federal Bureau of Investigation of the United States. The film stars Leonardo DiCaprio, Armie Hammer, Naomi Watts, and Judi Dench, and most of the film involves the investigation around the Lindbergh Kidnapping, and the director’s personal mission to see the Bureau do everything in its power to solve the crisis. The film covers the director’s career from the Palmer Raids all the way through to his unfortunate passing in 1972.
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One of Tarantino’s most culturally shocking films, this 2012 American revisionist Western revenge film starred Jamie Foxx, Christoph Waltz, and Leonardo Dicaprio. The story centers around one slaves journey to become a free man, and to enact justice on the men who sold him away and tortured both him and his wife. The film begins with Dr. King Shultz (Waltz) a German dentist-turned bounty hunter who is attempting to track down a particular plantation owner. He discovers that Foxx’s character has information on the owners whereabouts, the remainder of the film surrounds Waltz and Foxx hunting down Foxx’s former owner.
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Another Baz Luhrman/DiCaprio collaboration, this Australian/American period drama was based off the famous F. Scott Fitzgerald novel of the same name. The film stars Leonardo DiCaprio, Tobey Maguire, Carey Mulligan, Joel Edgerton, and Elizabeth Debicki. The film follows the lifestyle of a mysterious millionaire, and his curious neighbor Nick, who narrates his entire adventure and budding friendship with his neighbor. The movie takes place at the height of the Roaring Twenties in New York State, and the film was greatly polarizing because of its mix of modern popular music with a classic tale.
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The film that stars excess as much as it stars DiCaprio, this 2013 American Black Comedy marked yet another collaboration with both Scorsese and DiCaprio. The film also stars Jonah Hill, Margot Robbie, Matthew McConaughey, and Kyle Chandler. The screenplay, written by Terence Winter recounts the life and perspective of stockbroker Jordan Belfort, and his corruption and fraud that led him to his immense wealth. The film even obtained five Academy Award nominations, including Best Picture, Best Director, Best Writing (Adapted Screenplay), and Best Actor and Supporting Actor nominations for both DiCaprio and Hill.
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This visceral survival drama directed by Alejandro Inarritu was released in 2015 and starred Leonardo DiCaprio, Tom Hardy, Domhall Gleason, and Will Poulter. The film is loosely based on Michael Punke’s novel of the same name, and follows frontiersman Hugh Glass’s experience in 1823. Hugh Glass leads a group of trappers through unorganized territory, but halfway through their journey he is mauled by a grizzly bear and left alone, close to death. The group is torn apart when Hardy’s character attempts to smother Glass while his son is watching. He kills his son, and the revenge tale only escalates.