Suggestions by @adrianpintado
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Walter Donovan (Indiana Jones)
as Ralph Fiennes in What if this actor played

Marcus Brody
as Kenneth Branagh in What if this actor played

Carl Denham
as Robert De Niro in What if this actor played

Carl Denham
as Gene Hackman in What if this actor played

Thomas Byles
as Denholm Elliot in What if this actor played

Bilbo Baggins
as Denholm Elliot in What if this actor played

Josiah Trelawny
as Robin Williams in What if this actor played

Spicer Lovejoy
as Donald Sutherland in What if this actor played

Frodo Baggins
as Mark Hamill in What if this actor played

Uncle (Red Dead Redemption)
as Mark Hamill in What if this actor played

Reverend Swanson
as Johnny Depp in What if this actor played

Eddie Valentine
as Tom Hardy in What if this actor played

Neville Sinclair
as Jason Isaacs in What if this actor played

Neville Sinclair
as Pierce Brosnan in What if this actor played

Neville Sinclair
as Daniel Craig in What if this actor played

Cliff Secord/Rocketeer
as Glen Powell in What if this actor played

Arthur Morgan
as Glen Powell in What if this actor played

Indiana Jones
as Glen Powell in What if this actor played

Josiah Trelawny
as Sam Claflin in What if this actor played

Neville Sinclair
as Sam Claflin in What if this actor played