How many movies have John Cleese and Terry Gilliam collaborated on?

They have worked on 16 movies together! Their first movie together was Monty Python's Fliegender Zirkus (1971) while their highest rated movie together was Monty Python's Flying Circus - Graham Chapman's Personal Best (2006). They have not worked together since Absolutely Anything (2015). They are most known for their comedy films together.

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Chief Alien (voice)
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Nasty Alien (voice)
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Wise Man #1, Reg, Jewish Official, First Centurion
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Man Even Further Forward, Revolutionary, Jailer
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Writer
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Self / Various Characters
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Self / Various Characters
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Various Roles
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Various Roles
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Screenplay
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Screenplay
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Various Roles
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Various Roles
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Writer
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Writer
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Robin Hood
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Director
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Producer
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Wise Man #1 / Reg / Jewish Official / First Centurion / Deadly Dirk / Arthur
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Production Design
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Screenplay
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Man Even Further Forward / Revolutionary / Jailer / Blood and Thunder Prophet / Frank / Audience Member / Crucifee
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Screenplay
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Animation
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Second Swallow-Savvy Guard / The Black Knight / Peasant 3 / Sir Launcelot the Brave / Taunting French Guard / Tim the Enchanter
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Director
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Writer
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Patsy / Green Knight / Old Man from Scene 24 (Bridgekeeper) / Sir Bors / Animator / Gorilla Hand
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Writer
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Announcer / Hungarian Citizen / self - Defence Teacher / Sir George Head / Policeman / Interviewer / Mr. Praline / Second General / Christopher Columbus / Mungo the Cook / Bank Robber / Accountant #2 (falling past the window) / Vocational Guidance Counsel
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Self-Defence Nun / Flasher / Uncle Sam / Caterpillar Man / Sign Holder / Conrad Poohs
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Screenplay
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Screenplay
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Self - Various (as Montypython Flyingcircus)
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Various (as Montypython Flyingcircus)
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Various Roles
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Various Roles
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Writer
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Writer