Leonardo DiCaprio Movies Quiz: Roles From Romeo to Gatsby

This Leonardo DiCaprio movies quiz tests how well you know his roles, from Romeo + Juliet and The Beach to The Aviator, Gangs of New York, The Departed, Blood Diamond, Shutter Island, Django Unchained, The Great Gatsby, Once Upon a Time in Hollywood, Don't Look Up and Killers of the Flower Moon. Fifteen questions.

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🎯 Daily Trivia Challenge • 🧠 15 Questions • ⏱️ 150 Seconds

Question 1 / 15 Time: 150s

Romeo + Juliet
Who directed Romeo + Juliet, the 1996 modern version starring DiCaprio?
Titanic
Who directed Titanic, the 1997 film that made DiCaprio a global star?
The Beach
In which country is The Beach, the 2000 film starring DiCaprio, set?
The Aviator
Which real-life tycoon and pilot did DiCaprio play in The Aviator?
Gangs of New York
What was the name of DiCaprio's character in Gangs of New York?
The Departed
In The Departed, DiCaprio plays an undercover police officer named what?
Blood Diamond
Blood Diamond, starring DiCaprio as smuggler Danny Archer, is set during a civil war in which country?
Shutter Island
In Shutter Island, DiCaprio plays a US marshal investigating a hospital on an island near which city?
Inception
Who directed Inception, the 2010 film in which DiCaprio leads a team inside dreams?
Django Unchained
DiCaprio played the villain Calvin Candie in which Quentin Tarantino film?
Gatsby
Which novel by F. Scott Fitzgerald became the 2013 film in which DiCaprio played the title role?
Hollywood
In Once Upon a Time in Hollywood, DiCaprio plays a fading TV western star named what?
Don't Look Up
In Don't Look Up, DiCaprio's character, an astronomer, warns the world about what?
Killers of the Flower Moon
Killers of the Flower Moon tells a true story of murders among which Native American nation?
Co-stars
Which actress starred with DiCaprio in both Titanic and Revolutionary Road?

Explanations: answer key for all 15 questions

Q1: Who directed Romeo + Juliet, the 1996 modern version starring DiCaprio?
Answer: Baz Luhrmann
Baz Luhrmann set Shakespeare's story in a modern city with guns instead of swords. Claire Danes played Juliet.
Q2: Who directed Titanic, the 1997 film that made DiCaprio a global star?
Answer: James Cameron
James Cameron wrote and directed Titanic. It became the highest-grossing film in the world at the time.
Q3: In which country is The Beach, the 2000 film starring DiCaprio, set?
Answer: Thailand
DiCaprio plays a young traveler searching for a secret paradise. The film was shot on the island of Koh Phi Phi Leh.
Q4: Which real-life tycoon and pilot did DiCaprio play in The Aviator?
Answer: Howard Hughes
The 2004 film covered Hughes's work in aviation and Hollywood. It earned DiCaprio an Oscar nomination for Best Actor.
Q5: What was the name of DiCaprio's character in Gangs of New York?
Answer: Amsterdam Vallon
Amsterdam Vallon seeks revenge for his father's death in 1860s New York. Daniel Day-Lewis played Bill the Butcher.
Q6: In The Departed, DiCaprio plays an undercover police officer named what?
Answer: Billy Costigan
Billy Costigan goes undercover inside a Boston gang. The film won the Oscar for Best Picture in 2007.
Q7: Blood Diamond, starring DiCaprio as smuggler Danny Archer, is set during a civil war in which country?
Answer: Sierra Leone
The film looked at how diamonds paid for war in Sierra Leone in the 1990s. DiCaprio learned a southern African accent for the role.
Q8: In Shutter Island, DiCaprio plays a US marshal investigating a hospital on an island near which city?
Answer: Boston
Teddy Daniels searches for a missing patient on an island in Boston Harbor. The 2010 thriller is known for its twist ending.
Q9: Who directed Inception, the 2010 film in which DiCaprio leads a team inside dreams?
Answer: Christopher Nolan
Christopher Nolan worked on the idea for about ten years. The film's spinning top ending is still debated.
Q10: DiCaprio played the villain Calvin Candie in which Quentin Tarantino film?
Answer: Django Unchained
Candie owns a plantation called Candyland. DiCaprio famously kept acting after cutting his hand during one scene.
Q11: Which novel by F. Scott Fitzgerald became the 2013 film in which DiCaprio played the title role?
Answer: The Great Gatsby
Baz Luhrmann directed the film, reuniting with DiCaprio after Romeo + Juliet. It was set in 1920s New York.
Q12: In Once Upon a Time in Hollywood, DiCaprio plays a fading TV western star named what?
Answer: Rick Dalton
Brad Pitt played Rick Dalton's stunt double, Cliff Booth. Pitt won an Oscar for his performance.
Q13: In Don't Look Up, DiCaprio's character, an astronomer, warns the world about what?
Answer: A comet heading for Earth
The 2021 satire also starred Jennifer Lawrence and Meryl Streep. It became one of Netflix's most watched films.
Q14: Killers of the Flower Moon tells a true story of murders among which Native American nation?
Answer: The Osage
DiCaprio played Ernest Burkhart in the 2023 film. Lily Gladstone, who played his wife Mollie, was nominated for an Oscar.
Q15: Which actress starred with DiCaprio in both Titanic and Revolutionary Road?
Answer: Kate Winslet
Kate Winslet and DiCaprio became close friends after Titanic. They reunited as a married couple in Revolutionary Road in 2008.

Leonardo DiCaprio Movies Quiz – Three Decades of Great Roles

Leonardo DiCaprio has one of the most impressive filmographies in Hollywood. After early acclaim as a teenager, he became a heartthrob with Baz Luhrmann's Romeo + Juliet in 1996 and a global superstar with James Cameron's Titanic a year later.

He then chose more challenging roles. He played Amsterdam Vallon in Gangs of New York, aviation tycoon Howard Hughes in The Aviator and undercover cop Billy Costigan in The Departed, which won Best Picture. His long partnership with Martin Scorsese continued with Shutter Island and The Wolf of Wall Street.

DiCaprio has also worked with many other great directors. He led Christopher Nolan's Inception, played the villain Calvin Candie in Quentin Tarantino's Django Unchained, reunited with Luhrmann for The Great Gatsby and played fading star Rick Dalton in Once Upon a Time in Hollywood.

In recent years he has starred in the satire Don't Look Up and Killers of the Flower Moon, about the Osage murders. His work with Paul Thomas Anderson on One Battle After Another added another Best Picture winner to his career.

What This Quiz Teaches

Romeo + Juliet and Titanic
The Aviator and Gangs of New York
The Departed and Shutter Island
Inception and Django Unchained
The Great Gatsby and Once Upon a Time in Hollywood
Recent films and co-stars

Quick Facts About DiCaprio's Movies

He has made several films with Martin Scorsese.
He won the Best Actor Oscar for The Revenant.
He often chooses directors over big franchise roles.
He has rarely appeared in sequels.
His production company is called Appian Way.
Many of his films are based on real events.