Suggestions by @prithvirajbasu

Classified

as James Norrington in Pirates of the Caribbean (DreamWorks style)

Score: +1

Gloria (Madagascar)

as Elizabeth Swann in Pirates of the Caribbean (DreamWorks style)

Score: +1

Melman (Madagascar)

as Will Turner in Pirates of the Caribbean (DreamWorks style)

Score: +1

Sinbad

as Captain Jack Sparrow in Pirates of the Caribbean (DreamWorks style)

Score: +1

Kai the Collector

as Hector Barbossa in Pirates of the Caribbean (DreamWorks style)

Score: +1

Po (Kung Fu Panda)

as Captain Jack Sparrow in Pirates of the Caribbean (DreamWorks style)

Score: +1

Megamind

as Hector Barbossa in Pirates of the Caribbean (DreamWorks style)

Score: +1

Puss in Boots (Shrek)

as Captain Jack Sparrow in Pirates of the Caribbean (DreamWorks style)

Score: +1

Dave (Penguins of Madagascar)

as Davy Jones in Pirates of the Caribbean (if Fictional characters played them)

Score: +1

Christopher Lee

as Chef Julian Slowik in The Menu (1992)

Score: +1

Kelly Macdonald

as Margot Mills / Erin in The Menu (2012)

Score: +1

Kelly Macdonald

as Erin in The Menu (1992)

Score: 0

Helena Bonham Carter

as Erin in The Menu (1992)

Score: +1

John Lithgow

as Chef Julian Slowik in The Menu (1992)

Score: +1

Donald Sutherland

as Chef Julian Slowik in The Menu (1992)

Score: +1

Neville Longbottom

as Inspector Lestrade in Sherlock Holmes (with Harry Potter characters)

Score: +1

Harry Potter (Daniel Radcliffe)

as Sherlock Holmes in Sherlock Holmes (with Harry Potter characters)

Score: +1

Newt Scamander

as Sherlock Holmes in Sherlock Holmes (with Harry Potter characters)

Score: +1

Seamus Finnigan

as Inspector Lestrade in Sherlock Holmes (with Harry Potter characters)

Score: +1

Lego Severus Snape

as Inspector Lestrade in Sherlock Holmes (with Harry Potter characters)

Score: +1