The only actor to win an Oscar for playing a real-life Oscar winner is Cate Blanchett. She won a Best Supporting Actress Oscar in 2004 for playing Katharine Hepburn in The Aviator.

Robert Downey, Jr. is the only other actor nominated for playing a previous nominee, Charlie Chaplin, in Chaplin.

Maggie Smith won an Oscar as supporting actress for portraying a fictional actress in The California Suite (1978). In the movie she gets ready for the ceremony, and returns to the hotel afterwards, without the award.