The Best Terry Gilliam Movies

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Updated June 11, 2019
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List of the best Terry Gilliam movies, ranked best to worst with movie trailers when available. Terry Gilliam's highest grossing movies have received a lot of accolades over the years, earning millions upon millions around the world. The order of these top Terry Gilliam movies is decided by how many votes they receive, so only highly rated Terry Gilliam movies will be at the top of the list. Terry Gilliam has been in a lot of films, so people often debate each other over what the greatest Terry Gilliam movie of all time is. If you and a friend are arguing about this then use this list of the most entertaining Terry Gilliam films to end the squabble once and for all.

If you think the best Terry Gilliam role isn't at the top, then upvote it so it has the chance to become number one. The greatest Terry Gilliam performances didn't necessarily come from the best movies, but in most cases they go hand in hand.

List ranges from The Monster of Nix to Who Is Harry Nilsson (And Why Is Everybody Talkin' About Him)? and more.

"This list answers the questions, "What are the best Terry Gilliam movies?" and "What are the greatest Terry Gilliam roles of all time?"

Terry Gilliam has been in some really popular films, and is right up there with stars like Milo

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  • Life of Brian
    1

    Life of Brian

    Graham Chapman, John Cleese, Terry Gilliam
    11 votes
    • Released: 1979
    • Directed by: Terry Jones
    In the satirical comedy Life of Brian, we follow the misadventures of Brian Cohen (Graham Chapman), a hapless man mistaken for the Messiah in first-century Judea. The Monty Python troupe, including John Cleese and Terry Gilliam, weave an irreverent narrative packed with iconic sequences and biting humor. In a series of unfortunate events and misunderstandings, Brian gets entangled in political rebellion against the Romans, adding layers to this unconventional biblical tale. Despite its controversy, Life of Brian is celebrated for its bold commentary on religion and society. Winner of a BAFTA, it remains a classic in British cinema.
  • Monty Python and the Holy Grail
    2

    Monty Python and the Holy Grail

    Graham Chapman, John Cleese, Terry Gilliam
    14 votes
    • Released: 1975
    • Directed by: Terry Gilliam, Terry Jones
    In Monty Python and the Holy Grail, King Arthur (Graham Chapman) embarks on an absurd, comedic quest for the famed relic. Accompanied by his Knights of the Round Table, including Sir Lancelot (John Cleese), Sir Robin (Eric Idle), and others, they traverse a fictitious medieval England. The film is a parody that humorously subverts the Arthurian legend with slapstick humor and satirical commentary. Directed by Terry Gilliam and Terry Jones, it's a cult classic in the comedy genre. Despite its low-budget production, the movie gained critical acclaim and numerous award nominations.

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  • Monty Python's The Meaning of Life
    3

    Monty Python's The Meaning of Life

    Graham Chapman, John Cleese, Terry Gilliam
    11 votes
    • Released: 1983
    • Directed by: Terry Gilliam, Terry Jones
    Monty Python's The Meaning of Life, a comedy film released in 1983, is an episodic exploration into the perplexing questions of human existence. The ensemble cast, including John Cleese (Death), Graham Chapman (Colonel), and Eric Idle (Noel Coward), performs a series of surreal sketches that traverse the stages of life. From birth to death, they navigate through bizarre scenarios filled with dark humor and satirical commentary. The film, directed by Terry Jones, won the Grand Jury Prize at the 1983 Cannes Film Festival, affirming its unique blend of wit and philosophical inquiry.

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  • And Now for Something Completely Different
    4

    And Now for Something Completely Different

    Graham Chapman, John Cleese, Eric Idle
    6 votes
    • Released: 1972
    • Directed by: Ian McNaughton
    More than 40 skits, animated shorts and interludes are included in this big-screen incarnation of the popular British television program "Monty Python's Flying Circus." The narrator (John Cleese) guides the audience through absurd segments about such diverse subjects as cannibal babies, killer cats and dead parrots. Although the skits were originally produced for television, the film contains alternate versions that were remade without a studio audience.

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  • Jabberwocky
    5

    Jabberwocky

    Terry Gilliam, Michael Palin, Terry Jones
    8 votes
    • Released: 1977
    • Directed by: Terry Gilliam
    Jabberwocky is a 1977 British fantasy film co-written and directed by Terry Gilliam. The name is taken from the nonsense poem "Jabberwocky" in Lewis Carroll's Through the Looking-Glass. The film, Gilliam's first as a solo director, received a mixed response from critics and audiences. It has become a cult film

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  • Monty Python Live at the Hollywood Bowl
    6

    Monty Python Live at the Hollywood Bowl

    Graham Chapman, John Cleese, Terry Gilliam
    7 votes
    • Released: 1982
    • Directed by: Terry Hughes, Ian MacNaughton
    New and classic sketches and songs by the British comedy troupe are performed at the Hollywood Bowl. Two short films from the 1972 special "Monty Python's Fliegender Zirkus" are also added. The series of sketches and songs parodies such mundane subjects as musical numbers, fairy tales, philosophers, conversations and masculinity. Performances include "The Last Supper," "Silly Olympics," "Bishop on the Landing," "The Lumberjack Song" and "Four Yorkshiremen."

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