Macaulay Culkin celebrated his brother Kieran Culkin's win at the 97th Academy Awards for his supporting role in Jesse Eisenberg’s A Real Pain.

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

Macaulay Culkin shared his sweet reaction after his brother Kieran Culkin won the Oscar for Best Supporting Actor for A Real Pain during the March 2 awards show, hosted by Conan O’Brien.

From Kieran Culkin and Jodie Foster to Leonardo DiCaprio, these actors have been in the industry since childhood.

Macaulay Culkin was confident his brother Kieran was going to win an Oscar and he still cried when it happened.

If you missed some or all of the 3½-hour show, here is the good, the bad and the sometimes ugly of Hollywood’s biggest ...

Macaulay Culkin couldn't be prouder of his brother Kieran's big Oscar win – even if he was left out of his acceptance speech.

Early Oscar winners included Kieran Culkin and “Anora” screenwriter and editor Sean Baker. LOS ANGELES — Kieran Culkin won ...

Adrien Brody broke the record for longest Oscars acceptance speech a week after Kieran Culkin called him out for his overlong ...

The actor was presented with the Oscar for Best Supporting Actor by Robert Downey Jr. for his performance in Jesse Eisenberg's A Real Pain during the ceremony held at the Dolby Theatre in Los Angeles ...

Macaulay Culkin had an emotional reaction to brother Kieran Culkin taking home a trophy at the 2025 Oscars. While at the ...

Macaulay Culkin revealed at the Vanity Fair Oscars party (via Entertainment Weekly) that he cried when his younger brother ...