Winslet as young Rose DeWitt Bukater and Gloria Stuart as old Rose in Titanic (1997).
Judi Dench as old Iris Murdoch and Kate Winslet as young
Iris in Iris (2001).
other roles that resulted in Oscar nominations for multiple actors were:
Crosbie (Jeanne Eagels in The Letter, 1928/29; Bette
Davis in The Letter, 1940)
Maine* (Fredric March in A Star is Born, 1937; James
Mason in A Star is Born, 1954)
Lester* (Janet Gaynor in A Star is Born, 1937; Judy
Garland in A Star is Born, 1954)
Higgins (Leslie Howard in Pygmalion, 1938; Rex Harrison
in My Fair Lady, 1964)
Chipping (Robert Donat in Goodbye, Mr. Chips, 1939;
Peter O'Toole in Goodbye, Mr. Chips, 1969)
V (Laurence Olivier in Henry V, 1946; Kenneth Branagh
in Henry V, 1989)
de Bergerac (José Ferrer in Cyrano de Bergerac,
1950, Gerard Depardieu in Cyrano de Bergerac, 1990)
Corleone (Marlon Brando in The Godfather, 1972; Robert
DeNiro in The Godfather, Part II, 1974)
Hughes (Jason Robards in Melvin and Howard, 1980;
Leonardo DiCaprio in The Aviator, 2004)
M. Nixon (Anthony Hopkins in Nixon, 1995; Frank Langella
in Frost/Nixon,. 2008)
- Rooster Cogburn (John Wayne in True Grit, 1969; Jeff Bridges in True Grit, 2010)
- Abraham Lincoln (Raymond Massey in Abe Lincoln in Illinois, 1940 and Daniel Day Lewis in Lincoln, 2012)
- Vincent Van Gogh (Kirk Douglas in Lust for Life, 1956; Willem DaFoe in At Eternity's Gate, 2018).
- The Joker (Heath Ledger in The Dark Knight, 2008; Joaquin Phoenix in Joker, 2019).
VIII and Elizabeth I on three separate occasions (see question
*Bradley Cooper and Lady Gaga received nominations for the 2018 remake in which the characters were renamed Jackson Maine and Ally.
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