Leonardo Dicaprio joins elite club with three Best Picture Oscar winners

Leonardo DiCaprio has now starred in three movies that have won Best Picture at the Oscars

Hollywood star Leonardo DiCaprio has etched another remarkable milestone into his legendary career after appearing in three films that have taken home the coveted Best Picture award at the Academy Awards. The list joining his name now includes Titanic, The Departed and this year’s Best Picture winner One Battle After Another.

First came Titanic, the 1997 epic directed by James Cameron, which became a cultural and box office phenomenon while securing eleven Oscars, including Best Picture. Nearly a decade later, The Departed, helmed by Martin Scorsese, carried home Best Picture at the 79th Academy Awards in 2007, marking another high point in DiCaprio’s evolving career.

This year One Battle After Another continued that streak by winning Best Picture at the 98th Oscars, where the political action drama also picked up several other honours. The film has been widely celebrated throughout the awards circuit for its direction, performances and writing, adding another prestigious chapter to DiCaprio’s history of acclaimed work.

While DiCaprio himself has only one acting Oscar to his name, his involvement in multiple Best Picture winners underlines a rare kind of consistency and enduring presence in cinema’s most acclaimed projects. Industry watchers have noted how unusual it is for an actor to be part of three Best Picture wins across different decades, a testament to both his longevity and his knack for choosing impactful, highly regarded films.

Fans on social platforms have reacted with surprise and admiration, with many noting that the list is shorter than expected, given the sheer number of acclaimed films DiCaprio has starred in over the years. Comments highlighted that while some actors have occasionally appeared in multiple Best Picture winners, few have carried leading roles in all three as DiCaprio has achieved.

The trio of Best Picture triumphs also spans cinematic styles and eras, from the sweeping historical romance of Titanic to the gritty crime drama of The Departed, and now to the politically charged narrative of One Battle After Another. That variety further showcases the range of projects DiCaprio has embraced throughout his career.