win an award The Crunch Bird, 2 minutes (Best Animated Short Film) Most acting awards for a character Portrayals of Vito Corleone won: Best Actor for Marlon Brando in The Godfather Best Supporting Actor for Robert De Niro in The Godfather Part II Portrayals of the Joker won: Best Supporting Actor for Heath Ledger in The Dark Knight Best Actor for Joaquin Phoenix in Joker Portrayals of Anita from West Side Story won: Best Supporting Actress for Rita Moreno in the 1961 film adaptation Best Supporting Actress for Ariana DeBose in the 2021 film adaptation Most nominations for a character Three portrayals of Queen Elizabeth I of England earned nominations for: Cate Blanchett in Elizabeth and Elizabeth: The Golden Age (Best Actress) Judi Dench in Shakespeare in Love (winner, Best Supporting Actress) Three portrayals of King Henry VIII of England earned nominations for: Charles Laughton in The Private Life of Henry VIII (winner, Best Actor) Robert Shaw in A Man for All Seasons (Best Supporting Actor) Richard Burton in Anne of the Thousand Days (Best Actor) The lead characters of three different versions of A Star Is Born have been nominated: Female leads: 1937 : Janet Gaynor as actress Esther Blodgett/Vicki Lester 1954 : Judy Garland as actress/singer Esther Blodgett/Vicki Lester 2018 : Lady Gaga as singer/musician Ally Campana Male leads: 1937 : Fredric March as actor Norman Maine 1954 : James Mason as actor Norman Maine 2018 : Bradley Cooper as singer/musician Jackson Maine 26 other characters have been nominated twice (* = winning portrayal): Abraham Lincoln: Raymond Massey, Daniel Day-Lewis* Anita from West Side Story: Rita Moreno*, Ariana DeBose* Arthur Chipping from Goodbye, Mr. Chips: Robert Donat*, Peter O'Toole Billie Holiday: Diana Ross, Andra Day Cyrano de Bergerac: Jose Ferrer*, Gerard Depardieu "Fast Eddie" Felson: Paul Newman*; Newman played Felson in The Hustler and its sequel, The Color of Money, winning for the sequel. Father Chuck O'Malley: Bing Crosby*; Crosby played O’Malley in Going My Way and The Bells of St. Mary's, winning for Going My Way. Father Fitzgibbons: Barry Fitzgerald*: nominated for Best Actor and won for Best Supporting Actor, for the same performance in Going My Way Henry Higgins: Leslie Howard (from Pygmalion), Rex Harrison (from My Fair Lady)* Howard Hughes: Jason Robards, Leonardo DiCaprio Iris Murdoch: Judi Dench, Kate Winslet: portrayals of the same character at different ages in the same film (Iris) Jo March