Suggestions by @guslookingbill

Emilia Clarke

as Jane Russell in Old Hollywood Actors Biopics

Emma Schweiger

as Marlene Dietrich in Old Hollywood Actors Biopics

John Mulaney

as James Stewart in Old Hollywood Actors Biopics

Henry Cavill

as Cary Grant in Old Hollywood Actors Biopics

David Corenswet

as Cary Grant in Old Hollywood Actors Biopics

Monica Barbaro

as Doris Day in Old Hollywood Actors Biopics

Jennifer Connelly

as Jane Russell in Old Hollywood Actors Biopics

Elle Fanning

as Janet Leigh in Old Hollywood Actors Biopics

Kristen Stewart

as Rosalind Russell in Old Hollywood Actors Biopics

Cate Blanchett

as Katharine Hepburn in Old Hollywood Actors Biopics

Emma Corrin

as Clara Bow in Old Hollywood Actors Biopics

Lily-Rose Depp

as Clara Bow in Old Hollywood Actors Biopics

Anya Taylor-Joy

as Bette Davis in Old Hollywood Actors Biopics

James Franco

as James Dean in Old Hollywood Actors Biopics

Hugh Jackman

as Clark Gable in Old Hollywood Actors Biopics

Hailee Steinfeld

as Natalie Wood in Old Hollywood Actors Biopics

David Corenswet

as Errol Flynn in Old Hollywood Actors Biopics

Brie Larson

as Grace Kelly in Old Hollywood Actors Biopics

Alicia Vikander

as Greta Garbo in Old Hollywood Actors Biopics

Keira Knightley

as Audrey Hepburn in Old Hollywood Actors Biopics