Rory O'Shea - Inside I'm Dancing
Connor and Murphy MacManus - Boondock Saints
Barry - High Fidelity
Calcifer - Howl's Moving Castle
Edward Bloom - Big Fish
Johnny Depp - Captain Jack Sparrow - Pirates of the Caribbean
Barry Pepper - Private Daniel Jackson - Saving Private Ryan
Viggo Mortensen - Aragon - The Lord of the Rings trilogy
Tom Hiddleston - Loki - Thor/Avengers Assemble
Claire Danes - Juliet Capulet - William Shakespeare's Romeo + Juliet
Animation
Jack Skellington - The Nightmare Before Christmas
Thomas O'Malley - The Aristocats
Crush - Finding Nemo
Timon and Pumbaa - The Lion King
Belle - Beauty and the Beast
Jason Bourne - The Bourne Trilogy
Ron Burgundy - Anchorman
White Goodman - Dodgeball
Billy Bickle - Seven Psychopaths
Bill "The Butcher" Cutting - Gangs of New York
Not sure if these are my definite top 5, but they're the ones who came to mind when I saw the thread title.
Margo Channing (Bette Davis) - All About Eve
Eve Harrington (Anne Baxter) - All About Eve
Beatrice (Emma Thompson) - Much Ado About Nothing
The Joker (Heath Ledger) - The Dark Knight
Ferris Bueller (Matthew Broderick) - Ferris Bueller's Day Off*
*I love all three of them really, it's hard to choose between them but since he's the star.
James Garner as Hendley in the Great Escape is brilliant, but then Great Escape & Magnificent Seven were full of terrific characters.
Leslie Nielsen as the doctor in Airplane would have to be in there, Rowan Atkinson as the vicar in Four Weddings, throw in Steve McQueen/Hiltz and Pele for his goal in Escape to Victory for my 5.
Harsh on the knight (Cleese) who gets enhiliated at the start of the Holy Grail with his "flesh wound" who just misses out.
Red - Morgan Freeman/Shawshank
Deckard - Harrison Ford/Blade Runner
Somerset - Morgan Freeman/Seven
Spartacus - Kirk Douglas Chris - Yul Bruner/Magnificent Seven
And so many more!
The Joker - Heath Ledger - The Dark Knight
Captain Jack Sparrow - Johnny Depp - Pirates of the Caribbean
Gandalf - Ian McKellen - The Lord of the Rings
Col. Hans Landa - Christopher Waltz - Inglorious Basterds
Jules Winnfield - Samuel L. Jackson - Pulp Fiction
Peregrin 'Pippin' Took - The Lord of the Rings
Gordon Bombay - The Mighty Ducks
Jack Skellington - The Nightmare Before Christmas
Rooster Cogburn - True Grit (John Wayne one)
Thor - Thor
Lola in Run Lola Run (Played by Franka Potente)
Jason Bourne in the Bourne Films (Played by Matt Damon)
Ellis Boyd 'Red' Redding in The Shawshank Redemption (Played by Morgan Freeman)
Ripley in the Alien Films (Played by Sigourney Weaver)
Édith Piaf in La vie en Rose (Played by Marion Cotillard)
Norman Bates (Psycho)
HAL 9000 (computer in 2001: A Space Odyssey)
Sherlock Holmes (As portrayed by Basil Rathbone in 14 films)
Cody Jarrett (White Heat)
Rupert Pupkin (The King of Comedy)
Ray Simms - Still Crazy
Scarlett O'Hara - Gone With The Wind
Sarah Connor - Terminator 2
Lucas and Rex Manning (can't choose!) - Empire Records
Hard Harry - Pump Up the Volume
Alex - A Clockwork Orange
Jack Burton - Big Trouble In Little China
George Taylor - Planet of The Apes
Darth Vader - Star Wars Original Trilogy
Frank Black - Blue Velvet
Comments
here's a couple
Teddy KGB - Rounders
William Strannick - Under Siege
and here's a couple, who were the star
Buddy The Elf - Elf
Eisenstein - The illusionist
Connor and Murphy MacManus - Boondock Saints
Barry - High Fidelity
Calcifer - Howl's Moving Castle
Edward Bloom - Big Fish
Hoodwink - Sugarhouse
Johnny Depp - Captain Jack Sparrow - Pirates of the Caribbean
Barry Pepper - Private Daniel Jackson - Saving Private Ryan
Viggo Mortensen - Aragon - The Lord of the Rings trilogy
Tom Hiddleston - Loki - Thor/Avengers Assemble
Claire Danes - Juliet Capulet - William Shakespeare's Romeo + Juliet
Animation
Jack Skellington - The Nightmare Before Christmas
Thomas O'Malley - The Aristocats
Crush - Finding Nemo
Timon and Pumbaa - The Lion King
Belle - Beauty and the Beast
Ron Burgundy - Anchorman
White Goodman - Dodgeball
Billy Bickle - Seven Psychopaths
Bill "The Butcher" Cutting - Gangs of New York
Margo Channing (Bette Davis) - All About Eve
Eve Harrington (Anne Baxter) - All About Eve
Beatrice (Emma Thompson) - Much Ado About Nothing
The Joker (Heath Ledger) - The Dark Knight
Ferris Bueller (Matthew Broderick) - Ferris Bueller's Day Off*
*I love all three of them really, it's hard to choose between them but since he's the star.
Leslie Nielsen as the doctor in Airplane would have to be in there, Rowan Atkinson as the vicar in Four Weddings, throw in Steve McQueen/Hiltz and Pele for his goal in Escape to Victory for my 5.
Harsh on the knight (Cleese) who gets enhiliated at the start of the Holy Grail with his "flesh wound" who just misses out.
Bolded ones, all brilliant suggestions.
Travis Bickle (Taxi Driver)
Jules Winnfield (Pulp Fiction)
Norman Bates (Psycho)
Tyler Durden (Fight Club)
Tony Montana (Scarface)
Chucky. The killer doll whose, simultaneously cute and disturbing.
Michael Myers. The mysterious killer from the original Halloween series.
Ajax. The Warriors.
Peter from the original Dawn of the Dead. Somehow charismatic while blasting zombies!
Mentions too, to Kevin McCalister (Home Alone) and Indiana Jones.
Captain Jack Sparrow - Johnny Depp - Pirates of the Caribbean
Gandalf - Ian McKellen - The Lord of the Rings
Col. Hans Landa - Christopher Waltz - Inglorious Basterds
Jules Winnfield - Samuel L. Jackson - Pulp Fiction
Gordon Bombay - The Mighty Ducks
Jack Skellington - The Nightmare Before Christmas
Rooster Cogburn - True Grit (John Wayne one)
Thor - Thor
And all the main characters in Midnight Run
and Henry Brubaker
Lola in Run Lola Run (Played by Franka Potente)
Jason Bourne in the Bourne Films (Played by Matt Damon)
Ellis Boyd 'Red' Redding in The Shawshank Redemption (Played by Morgan Freeman)
Ripley in the Alien Films (Played by Sigourney Weaver)
Édith Piaf in La vie en Rose (Played by Marion Cotillard)
John Kersey - Death Wish
Indiana Jones
Sally Bowles - Caberet
Cody Jarret - White Heat
Travis Bickle - Taxi Drivers
Tommy DeVito - Goodfellas
Norman Bates - Psycho
Sonny - Dog Day Afternoon
tarzan
Coffy (coffy)
Inspector Clouseau
roger thornhill
Carlito Brigante
Lester Burnham
Martin Riggs
Keyser Soze
Matron played by Hattie Jacques in Carry On Doctor.
Lawrence Talbot played by Lon Chaney Jr in several Universal films.
Inspector Closeau played by Peter Sellers in the Pink Panther films.
Norman Pitkin played by Norman Wisdom in several of his films.
HAL 9000 (computer in 2001: A Space Odyssey)
Sherlock Holmes (As portrayed by Basil Rathbone in 14 films)
Cody Jarrett (White Heat)
Rupert Pupkin (The King of Comedy)
Susannah Kaysen - Girl Interrupted
Chunk - The Goonies
Josie Gellar - Never Been Kissed
Muriel Heslop - Muriel's Wedding
Scarlett O'Hara - Gone With The Wind
Sarah Connor - Terminator 2
Lucas and Rex Manning (can't choose!) - Empire Records
Hard Harry - Pump Up the Volume
Jack Burton - Big Trouble In Little China
George Taylor - Planet of The Apes
Darth Vader - Star Wars Original Trilogy
Frank Black - Blue Velvet