Kieran Culkin won the Oscar for best supporting actor Sunday at the 97th Academy Awards, completing a sweep of the category that followed his dominance in television awards last season. The award, for portraying the chaotic but endearing Benji in Jesse Eisenberg’s “A Real Pain,

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.