Suggestions by @maxthecat67

Verna Felton

as Grumpella in The Little Engine That Could (1941)

Charles Laughton

as Rollo in The Little Engine That Could (1941)

Edward Van Sloan

as Doc in The Little Engine That Could (1941)

Lucille La Verne

as Georgia in The Little Engine That Could (1941)

Paul Robeson

as Pete in The Little Engine That Could (1941)

Charley Grapewin

as Jebediah in The Little Engine That Could (1941)

Boris Karloff

as Farnsworth in The Little Engine That Could (1941)

Lionel Barrymore

as Tower in The Little Engine That Could (1941)

Dickie Jones

as Chip in The Little Engine That Could (1941)

Judy Garland

as Tillie in The Little Engine That Could (1941)

Live Action/Animation

as Format in The Little Engine That Could (1941)

Oliver Wallace

as Composer in The Little Engine That Could (1941)

Frank Churchill

as Composer in The Little Engine That Could (1941)

Ralph Wright

as Writer in The Little Engine That Could (1941)

Walt Disney

as Producer in The Little Engine That Could (1941)

Jack Kinney

as Director in The Little Engine That Could (1941)

Clyde Geronimi

as Director in The Little Engine That Could (1941)

Bill Roberts

as Director in The Little Engine That Could (1941)

Norman Ferguson

as Director in The Little Engine That Could (1941)

Judy Garland

as Tillie in The Little Engine That Could (1941)