Suggestions by @randomcaster

Jake Peralta

as Andy Samberg in Best character each of these actors played

Puss in Boots

as Antonio Banderas in Best character each of these actors played

Dr. Evil

as Mike Myers in Best character each of these actors played

Donkey (Shrek)

as Eddie Murphy in Best character each of these actors played

Lightning McQueen

as Owen Wilson in Best character each of these actors played

Fat Albert

as Kenan Thompson in Best character each of these actors played

Hank Pym (Marvel Cinematic Universe)

as Michael Douglas in Best character each of these actors played

Seymour Krelborn

as Rick Moranis in Best character each of these actors played

Peter Venkman

as Bill Murray in Best character each of these actors played

KVN

as Fred Armisen in Best character each of these actors played

Sheriff Woody Pride

as Tom Hanks in Best character each of these actors played

Big Jack Horner

as John Mulaney in Best character each of these actors played

Adam Warlock (Marvel Cinematic Universe)

as Will Poulter in Best character each of these actors played

Kenai

as Joaquin Phoenix in Best character each of these actors played

Metro Man

as Brad Pitt in Best character each of these actors played

Ted Lasso

as Jason Sudeikis in Best character each of these actors played

Amanda Waller

as Viola Davis in Best character each of these actors played

Jules Winnfield

as Samuel L. Jackson in Best character each of these actors played

Indiana Jones

as Harrison Ford in Best character each of these actors played

Pugsley Guttman

as Alex Brightman in Best character each of these actors played