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

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

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

Macaulay Culkin didn't hesitate when asked if he was expecting his brother to win the Oscar. Kieran Culkin swept the awards season and was heavily favoured.

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

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

"Othello" with Denzel Washington and Jake Gyllenhaal, and a new musical based on Betty Boop are among the shows opening on ...

Macaulay Culkin shared his reaction to his brother Kieran Culkin's Oscar win during the Vanity Fair Oscar Party livestream.

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

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.

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 recalled his sweet reaction to brother Kieran Culkin winning Best Actor in a Supporting Role at the 2025 ...