The Seven Times Leonardo DiCaprio Chased The Oscar: Inside His Full List Of Nominations And Latest 2025 Buzz

Few actors in Hollywood history have generated as much Academy Award drama and anticipation as Leonardo DiCaprio. As of December 18, 2025, his career stands as a masterclass in blockbuster stardom intersecting with serious, challenging dramatic roles, resulting in a total of seven Oscar nominations across acting and producing categories, culminating in one unforgettable win.

The narrative of 'Leo vs. The Oscar' dominated pop culture for over two decades, turning his eventual victory into one of the most celebrated moments in recent Academy history. Now, with a highly-anticipated new film on the horizon, the question of his next gold statue is already swirling.

Leonardo DiCaprio: Biographical Profile & Key Career Milestones

Leonardo Wilhelm DiCaprio is one of the most critically acclaimed and commercially successful actors of his generation. Born and raised in Los Angeles, California, his career transitioned from television roles to cinema icon over three decades, marked by a consistent collaboration with legendary directors like Martin Scorsese and Quentin Tarantino.

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• Full Name: Leonardo Wilhelm DiCaprio
• Date of Birth: November 11, 1974
• Place of Birth: Los Angeles, California, U.S.
• Notable Directors Collaborations: Martin Scorsese (7 films), Quentin Tarantino, Steven Spielberg, Christopher Nolan, Clint Eastwood, Alejandro G. Iñárritu, and Baz Luhrmann.
• First Major Role: *This Boy's Life* (1993) alongside Robert De Niro.
• Breakout Stardom: *Titanic* (1997) as Jack Dawson.
• Academy Award Status: 1 Win from 7 Nominations (as of 2025).
• Activism: Dedicated environmentalist and founder of the Leonardo DiCaprio Foundation.

The Full List of Leonardo DiCaprio's Seven Oscar Nominations

DiCaprio’s journey to his first win was a long and often frustrating one for his fans, spanning 23 years between his first nomination and his eventual victory. His seven total nominations include six for acting (one Supporting, five Lead) and one for Best Picture as a producer. This is the complete list of films that earned him an Academy Award nod.

1. What's Eating Gilbert Grape (1993)

Category: Best Supporting Actor

At just 19 years old, DiCaprio secured his first nomination for his heartbreakingly convincing portrayal of Arnie Grape, the younger, mentally disabled brother of Johnny Depp’s title character. His performance was hailed as a display of raw, natural talent that immediately marked him as an actor to watch, even if he lost to Tommy Lee Jones for *The Fugitive*.

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2. The Aviator (2004)

Category: Best Actor in a Leading Role

After a decade of box office success, DiCaprio solidified his status as a serious dramatic actor in his first major collaboration with director Martin Scorsese, taking on the complex role of eccentric billionaire filmmaker Howard Hughes. His detailed performance captured Hughes's descent into severe Obsessive-Compulsive Disorder (OCD), earning him his first Best Lead Actor nomination. He lost to Jamie Foxx for *Ray*.

3. Blood Diamond (2006)

Category: Best Actor in a Leading Role

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DiCaprio received his second consecutive Best Actor nomination for his role as Danny Archer, a Rhodesian mercenary caught up in the Sierra Leone Civil War and the conflict diamond trade. Directed by Edward Zwick, the physically demanding role highlighted his commitment to serious, politically charged cinema. Forest Whitaker won the award that year for *The Last King of Scotland*.

4. The Wolf of Wall Street (2013)

Category: Best Actor in a Leading Role

Category: Best Picture (as Producer)

The fifth collaboration with Martin Scorsese brought a double nomination for DiCaprio. He was nominated for Best Actor for his electrifying, manic performance as the corrupt stockbroker Jordan Belfort. As a producer on the film, he also earned a Best Picture nomination. Both nominations were unsuccessful, with Matthew McConaughey winning Best Actor for *Dallas Buyers Club* and *12 Years a Slave* winning Best Picture.

5. The Revenant (2015) - The Long-Awaited Victory

Category: Best Actor in a Leading Role - WINNER

The drought finally ended with his role as the 19th-century frontiersman Hugh Glass in Alejandro G. Iñárritu's brutal, visually stunning survival epic. The performance was legendary for its physical intensity—DiCaprio endured freezing temperatures, ate raw bison liver, and was subjected to an infamous bear attack sequence. His win in 2016 was met with a standing ovation, marking one of the most satisfying conclusions to an Oscar narrative in history. His acceptance speech focused on the film's environmental themes, a nod to his lifelong activism.

6. Once Upon a Time in Hollywood (2019)

Category: Best Actor in a Leading Role

DiCaprio’s first collaboration with director Quentin Tarantino earned him his most recent Best Actor nomination. He played Rick Dalton, a fictional, insecure television actor struggling to transition to film in 1969 Los Angeles. The role required a nuanced blend of comedy and drama, showcasing his range alongside his co-star, Brad Pitt. He lost to Joaquin Phoenix for *Joker*.

The Latest Oscar Buzz: 'One Battle After Another' (2025)

The most compelling and current news surrounding Leonardo DiCaprio and the Academy Awards centers on his next major cinematic effort: the political action thriller, *One Battle After Another*. Directed by the acclaimed Paul Thomas Anderson (known for *There Will Be Blood* and *Licorice Pizza*), this film is already being touted as a strong contender for the 2025 Oscar season, signaling DiCaprio's perpetual presence in the awards conversation.

The film, a black comedy action thriller, is a departure for both DiCaprio and Anderson, who is known for his deeply character-driven dramas. The plot details remain tightly guarded, but early buzz suggests a high-stakes, politically charged narrative that could resonate powerfully with Academy voters. The ensemble cast is packed with Oscar-worthy talent, including Sean Penn, Benicio Del Toro, and Regina Hall, further cementing its status as a prestige project.

This latest project demonstrates DiCaprio's strategy of consistently choosing roles that are physically challenging, morally complex, or historically significant. His collaboration with Anderson, a director who has received 11 Oscar nominations without a win, creates an intriguing new dynamic, pairing two of Hollywood's most dedicated artists in an awards-bait production. Should the film live up to its hype, DiCaprio could easily find himself vying for his eighth nomination, and potentially his second Best Actor statue, in the coming year.

Topical Authority: Key Collaborators and LSI Entities

DiCaprio’s Oscar journey is inextricably linked to the visionary directors and complex characters he has brought to life. His consistent pursuit of challenging roles has built a career marked by topical authority across multiple cinematic genres and historical periods, solidifying his status as a modern Hollywood legend.

• Martin Scorsese: The director most associated with DiCaprio's nominations, including *The Aviator*, *The Wolf of Wall Street*, *The Departed*, *Gangs of New York*, and *Killers of the Flower Moon*.
• The Revenant's Hugh Glass: The role that finally earned the coveted Best Actor win, directed by Alejandro G. Iñárritu.
• Jordan Belfort: The controversial, high-energy lead character from *The Wolf of Wall Street*.
• Rick Dalton: The fading TV star he played in Quentin Tarantino's *Once Upon a Time in Hollywood*.
• Paul Thomas Anderson (PTA): His new, highly-anticipated collaborator for the 2025 Oscar contender, *One Battle After Another*.
• Environmental Activism: A recurring theme in his career and acceptance speeches, connecting his personal life to his public persona.
• Co-Stars: Kate Winslet (*Titanic*), Robert De Niro (*This Boy's Life*, *Killers of the Flower Moon*), Brad Pitt (*Once Upon a Time in Hollywood*), and Daniel Day-Lewis.

Whether he is exploring the depths of obsession as Howard Hughes, facing the wilderness as Hugh Glass, or navigating the corrupt world of finance as Jordan Belfort, Leonardo DiCaprio continues to define the art of performance. His legacy is not just about the one Oscar he won, but the seven times he was recognized as one of the best actors in the world, and the fresh, continuous buzz that surrounds every new project he undertakes.