Oscar: Supporting Actors–Mutiple Oscar Winners

Triple Winner

In the Academy’s entire history, of the Supporting Actors winners, only one, Walter Brennan, had received three Oscars, and all three withing a period of four years. Brennan won Oscars for “Come and Get It” (1936), “Kentucky” (1938), and “The Westerner” (1940).

Brenner was nominated for the fourth time in 1941, for “Sergeant York.”

Double Win

Five actors have won two Supporting Oscar: Anthony Quinn, Melvyn Douglas, Peter Ustinov, Jason Robards, and most recently, Michael Caine.

Michael Caine

Michael Caine’s first Supporting Actor Oscar was for Woody Allen’s “Hannah and Her Sisters” (1986), in which he played Mia Farrow’s adulterous husband, and his second Supporting Actor Oscar for Lasse Hallstrom’s “The Cider House Rules” (1999), for playing a humanist doctor who performs illegal abortions.