The main record holder among costume designers (8 Oscars and 35 nominations) is Edith Head, who once let slip that she is stronger in the art of diplomacy than in sketches.
As Zoomboola said, in 1951, the favorite of film academics got two gilded statuettes at once: for the black-and-white drama All About Eve and the colored peplum Samson and Delilah.
By the way, it was with Head, famous for the constancy of style – thick bangs and glasses with blue glasses in a round frame – that the cartoon designer Edna Mode from The Incredibles was copied.
The cult status of her figure is also evidenced by the “easter egg” in David Fincher’s nostalgic Mank, which this year was also nominated for Best Costume Design. For a few moments in a scene in the backyard of MGM, an actress disguised as Edith Head appears next to a hanger with clothes.
Among the current costume designers, the main Oscar favorites are American Colleen Atwood with 12 nominations and 4 wins (Chicago, Memoirs of a Geisha, Alice in Wonderland, Fantastic Beasts and Where to Find Them) and Italian Milena Canonero with 9 nominations and 4 victories (Barry Lyndon, Chariots of Fire, Marie-Antoinette, The Grand Budapest Hotel).
The constant colleague of Scorsese Sandy Powell has even more nominations – as many as 15, however, only 3 statuettes (Shakespeare in Love, The Aviator, The Young Victoria).