Best supporting actors Oscar winners

Sean Penn won the Academy Award for Best Supporting Actor in 2026 for his role as Colonel Steven J. Lockjaw in the film 'One Battle After Another'. This victory marked his third Oscar, solidifying his reputation as one of the most decorated actors of his generation. His performance in the film was praised for its intensity and complexity, highlighting his ability to bring challenging characters to life.

Kieran Culkin won the Oscar for Best Supporting Actor at the 97th Academy Awards in 2025 for his acclaimed portrayal of Benji Kaplan in the film "A Real Pain." His performance was widely praised by critics and earned him recognition from the four most prestigious American film critics associations.

Robert Downey Jr. won the Best Supporting Actor Oscar at the 96th Academy Awards in 2024. He received this accolade for his compelling portrayal of Lewis Strauss in the critically acclaimed film "Oppenheimer", marking his first Oscar win.

Ke Huy Quan won the Academy Award for Best Supporting Actor in 2023 for his poignant portrayal of Waymond Wang in "Everything Everywhere All at Once". His performance was lauded for its emotional depth and ability to embody multiple facets of the character across different universes.

Troy Kotsur won the Academy Award for Best Supporting Actor at the 94th Oscars for his heartfelt portrayal of Frank Rossi in the film 'CODA'. His performance was critically acclaimed for its authenticity and emotional depth, marking a historic moment as the first deaf male actor to receive an acting Oscar.

Daniel Kaluuya won the Oscar for Best Supporting Actor for his powerful portrayal of Fred Hampton in "Judas and the Black Messiah". His performance captured the essence and charisma of the Black Panther leader, delivering emotional depth and a screen presence that resonated deeply with critics and audiences.

Brad Pitt won the Oscar for Best Supporting Actor at the 92nd Academy Awards for his portrayal of Cliff Booth in the film 'Once Upon a Time in Hollywood'. His performance was widely praised by critics, highlighting his charisma and depth in the role. This recognition marked his first acting Oscar.

Sam Rockwell won the Oscar for Best Supporting Actor at the 90th Academy Awards for his impactful performance in "Three Billboards Outside Ebbing, Missouri". His role as Officer Jason Dixon in Martin McDonagh's film was critically acclaimed for its complexity and evolution, showcasing new facets of the actor.

Mahershala Ali has won two Academy Awards for Best Supporting Actor, an achievement that underscores his exceptional talent and contribution to cinema. He received the accolade for his performances in 'Moonlight' (2016) and 'Green Book' (2018), demonstrating his ability to deliver memorable and critically acclaimed portrayals.

Walter Brennan won the Academy Award for Best Supporting Actor three times, an achievement that distinguishes him as the only male actor in history to secure three awards in this category. His victories were for his performances in 'Come and Get It' (1936), 'Kentucky' (1938), and 'The Westerner' (1940), demonstrating exceptional consistency in acting excellence.

Timothy Hutton won the Academy Award for Best Supporting Actor in 1981 for his role in "Ordinary People." He became the youngest winner in this category, receiving the award at 20 years old for his debut feature film. His performance in "Ordinary People" was critically acclaimed.