Suggestions by @teeyutes
1,451 suggestions

H.B. Warner
as 1910's in Actors who could play Batman in various different decades
Jeffrey Hunter
as 50s in Who could’ve played Luke Skywalker?

Jane Fonda
as Louise Sawyer in Thelma & Louise (1981)
Lee Remick
as Edie Doyle in On the Waterfront (1964)
Scott Wilson
as Harlan Puckett in Thelma & Louise (1981)
Jodie Foster
as Bonnie Parker in Bonnie and Clyde (1987)
Edward Ellis
as 1920s in What Actors Could've Played The Green Goblin in Various Decades?
Porter Hall
as The Penguin (1940's) in The Penguin : Actor's who could have or should play Oswald Cobblepot

Peter Ustinov
as Daniel Francis "Rooster" Hannigan in Annie (1962)
Vincent Price
as Nick in Angel on My Shoulder (1966)

Elizabeth Hartman
as Barbara Foster in Angel on My Shoulder (1966)

Richard Widmark
as Dorian Tyrell in The Mask (1944)
James Whitmore
as Smiley Williams in Angel on My Shoulder (1966)
Kirk Douglas
as Eddie Kagle in Angel on My Shoulder (1966)

Lesley Ann Warren
as Amaryllis Trumbull in The Comedy of Terrors (1983)
Hayley Mills
as Jane Banks in Mary Poppins (1954)

Frank Gorshin
as Smiley Williams in Angel on My Shoulder (1976)
Frank Gorshin
as Elmo Blatch in The Shawshank Redemption (1984)

Judy Garland
as Sally Bowles in Cabaret (1952)
Keenan Wynn
as Chief Petty Officer Dowdy in Mister Roberts (1965)