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.

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.

At the peak moment of his professional success, Kieran Culkin’s heart instinctively turned toward the permanent things: marriage, family, and the enduring bonds that outlast fleeting career highs.

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

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 ...

Kieran Culkin’s acceptance speech at the 2025 Oscars became an instant talking point after censors muted part of his remarks.

Macaulay Culkin is not at all surprised that younger brother Kieran Culkin won his first Oscar at the 2024 Academy Awards: 'I ...

After winning many awards for his performance in A Real Pain, Kiernan Culkin finally bags the Academy Award for Best Supporting Actor.

Kieran Culkin tried to quit the role of a lifetime. The actor took home the Academy Award for Best Supporting Actor on Sunday ...

On Sunday Kieran Culkin won the Oscar for Best Supporting Actor for his role in the drama "A Real Pain," which premiered at ...

"I'm really sorry I did this again," Culkin quipped to wife Jazz Charton after winning an Academy Award for his performance ...