Kieran Culkin is taking home his first Oscar for his performance in the Jesse Eisenberg film “ A Real Pain .” Culkin, who was a favorite to win best supporting actor heading into the 97th Academy Awards Sunday, has consistently won accolades for the role throughout awards season.

The proud sibling admittedly only tuned in to his brother's category during the live telecast.Proud sibling Macaulay Culkin is not at all surprised that his younger brother, Kieran Culkin, won his first Oscar at the 2025 Academy Awards.

Kieran Culkin won the Best Supporting Actor Award at the 97th Oscar Awards for his role in A Real Pain. While the Home Alone star celebrates his triumph in the category, he revealed to the media personnel that he had almost walked out of the film.

After sweeping through Oscar season and running the table — including last week at the SAG Awards and the Indie Spirits — Kieran Culkin was never going to lose the Academy Award for his performance as the spirited but tortured Benji Kaplan in Jesse Eisenberg's seriocomic buddy pic A Real Pain.

The 97th Academy Awards already have an upset win. “Flow,” the wordless Latvian film won best animated film, a surprise victory over DreamWorks Animations' “The Wild Robot.” The win for “Flow,” an ecological parable about a cat in a flooded world,

(Gray News) - Kieran Culkin won Best Supporting Actor at the 97th Academy Awards for his role in “A Real Pain.” The film is a comedy drama directed by Jesse Eisenberg, who stars alongside Culkin.

SUMMARY: Kieran Culkin has won best supporting actor at the 97th Academy Awards, completing his awards season sweep of the category

Kieran Culkin won Best Supporting Actor at the 2025 Oscars on Sunday for his role in Jesse Eisenberg’s movie, “A Real Pain,” a victory that wouldn’t have been achieved if the star had his way. Culkin’s performance nabbed him some of the most coveted acting prizes this awards season,