Who has worn the most Oscar-winning costumes? [PHOTOS]

Matthew Stewart
·2 min read

Since 92 films have won the Oscar for Best Costume Design, it stands to reason that there has been some overlap when it comes to their casts. Indeed, hundreds of actors have each appeared in at least two of those movies, with 31 having played credited roles in three or more. Scroll through our photo gallery to find out which 23 men and eight women have donned the most Oscar-winning outfits.

Costume designers were first honored at the 21st Academy Awards in 1949, when “Hamlet” and “Joan of Arc” were respectively chosen as the black-and-white and color films with the most impressive garments. After being temporarily combined from 1958-1959, those two categories permanently merged in 1968, the year that vibrant musical “Camelot” took the prize. Eight of said 31 performers (including half of the actresses) are on the roster thanks to their appearances in films shot in both styles.

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Of the 51 movies included on this list, the ones with the most mentions are “A Room with a View” (1987) and “The Aviator” (2005), which feature five qualifying actors apiece. The most represented costume designer is Milena Canonero, who won for “Barry Lyndon” (1976; two actors), “Chariots of Fire” (1982; three), “Marie Antionette” (2007; one), and “The Grand Budapest Hotel” (2015; three).

As noted below, 14 of these 28 performers were personally nominated for their work in at least one Best Costume Design-winning film, and five of those bids were successful. The actors are sorted in ascending chronological order of when they reached their current total, with the specific films represented by their photos in italics and their characters and winning costumers also listed.

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