Macaulay Culkin revealed he got emotional watching his little brother Kieran Culkin win Best Supporting Actor at the Oscars. ...

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

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

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

Though Kieran Culkin won Best Supporting Actor for A Real Pain at the 2025 Oscars, he originally tried backing out of the ...

Kieran Culkin won the best supporting actor Oscar on Sunday for playing a motor-mouthed American tourist in "A Real Pain." A ...

Proud sibling Macaulay Culkin is not at all surprised that his younger brother, Kieran Culkin, won his first Oscar at the ...

Selena Gomez and fiancé Benny Blanco made an early exit, and Kieran Culkin continued his quirky jokes. Here's what you didn't ...

After sweeping multiple awards bodies, Kieran Culkin wins Oscar for Supporting Actor for his role in Jesse Eisenberg's 'A ...

Kieran Culkin is taking home his first Oscar for his performance in the Jesse Eisenberg film “ A Real Pain .” Culkin, who was ...

The first and most widely predicted result of the night came to pass with Kieran Culkin’s win for his performance in “A Real ...