The Best Movie Starring Leonardo DiCaprio

By Douglas A. McIntyre Published Apr 9, 8:05AM EDT

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The Best Movie Starring Leonardo DiCaprio — © Frazer Harrison / Getty Images

With the Academy Awards around the corner, some people may be thinking, “Wait, did any movies even come out last year?” One answer is: certainly not any starring Leonardo DiCaprio. On the bright side, he won’t risk being upstaged by his co-star, as he was at the 2020 Oscars when Brad Pitt snagged the Best Supporting Actor Award for his role in “Once Upon a Time … in Hollywood.” DiCaprio was nominated in the Best Actor category for the same film but didn’t win.

Although he isn’t up for any Oscars this year, DiCaprio has received six Academy Award nominations for acting since 1994. He finally won Best Actor in 2016 for his starring role in “The Revenant.” He prepared for the role by eating raw bison liver and sleeping in an animal carcass. He also has taken home three Best Actor Awards from the Golden Globes, including one for his star turn in “The Wolf of Wall Street,” one of the 50 best movies based on true events.

DiCaprio’s dedication as an actor cannot be denied, and his work with big directors like James Cameron, Christopher Nolan, Martin Scorsese and Quentin Tarantino has produced some of the best films of the past 30 years. (DiCaprio will work with Scorsese again in the upcoming “Killers of the Flower Moon,” set to shoot this summer.)

Based on multiple ratings from IMDb and Rotten Tomatoes, 24/7 Tempo picked DiCaprio’s best movie.
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“The Departed,” made in 2006, is DiCaprio’s best movie. Scorsese directed it, and it also starred Matt Damon, Jack Nicholson and Mark Wahlberg. The film’s domestic box office is $132.38 million.

In this crime drama, DiCaprio plays undercover cop Billy Costigan, who infiltrates a gang in Boston while attempting to keep his identity secret from a mole in the police department.

Click here to see all the best movies starring Leonardo DiCaprio.
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About the Author Douglas A. McIntyre →

Douglas A. McIntyre is the co-founder, chief executive officer and editor in chief of 24/7 Wall St. and 24/7 Tempo. He has held these jobs since 2006.

McIntyre has written thousands of articles for 24/7 Wall St. He is an expert on corporate finance, the automotive industry, media companies and international finance. He has edited articles on national demographics, sports, personal income and travel.

His work has been quoted or mentioned in The New York Times, The Wall Street Journal, Los Angeles Times, The Washington Post, NBC News, Time, The New Yorker, HuffPost USA Today, Business Insider, Yahoo, AOL, MarketWatch, The Atlantic, Bloomberg, New York Post, Chicago Tribune, Forbes, The Guardian and many other major publications. McIntyre has been a guest on CNBC, the BBC and television and radio stations across the country.

A magna cum laude graduate of Harvard College, McIntyre also was president of The Harvard Advocate. Founded in 1866, the Advocate is the oldest college publication in the United States.

TheStreet.com, Comps.com and Edgar Online are some of the public companies for which McIntyre served on the board of directors. He was a Vicinity Corporation board member when the company was sold to Microsoft in 2002. He served on the audit committees of some of these companies.

McIntyre has been the CEO of FutureSource, a provider of trading terminals and news to commodities and futures traders. He was president of Switchboard, the online phone directory company. He served as chairman and CEO of On2 Technologies, the video compression company that provided video compression software for Adobe’s Flash. Google bought On2 in 2009.