Entertainment

The Best Terry Gilliam Movies 

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Updated June 11, 2019 88 votes 23 voters 2.6k views 13 items

List Rules Vote for your favorite movies, regardless of critic reviews or how big the role was.

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

list ordered by
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John Cleese, Terry Gilliam, Eric Idle

Released: 1975

Directed by: Terry Gilliam, Terry Jones

Monty Python and the Holy Grail is a 1975 British comedy film written and performed by the comedy group of Monty Python, and directed by Gilliam and Jones. It was conceived during the hiatus ...more

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#130 of 454 The Best Duos of All Time #104 of 599 The Greatest Epic Movies Ever Made 'Monty Python and the Holy Grail' Was An On-Set Nightmare That Everyone Hated Filming

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George Harrison, John Cleese, Terry Gilliam

Released: 1979

Directed by: Terry Jones

Monty Python's Life of Brian, also known as Life of Brian, is a 1979 British comedy film starring and written by the comedy group Monty Python, and directed by Jones. It tells the story of Brian ...more

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#908 of 1,699 The Most Rewatchable Movies #222 of 599 The Greatest Epic Movies Ever Made #39 of 1,017 The All-Time Greatest Comedy Films

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John Cleese, Terry Gilliam, Eric Idle

Released: 1983

Directed by: Terry Gilliam

Monty Python's The Meaning of Life, also known as The Meaning of Life, is a 1983 British musical sketch comedy film written and performed by the Monty Python troupe, and directed by one of its ...more

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#326 of 1,699 The Most Rewatchable Movies #65 of 1,017 The All-Time Greatest Comedy Films

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Terry Gilliam, Michael Palin, Terry Jones

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 ...more

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#668 of 1,017 The All-Time Greatest Comedy Films #120 of 142 The Best Classic Fantasy Movies, Ranked #131 of 188 The Best Medieval Movies

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John Cleese, Terry Gilliam, Eric Idle

Released: 1971

Directed by: Terry Gilliam, Ian MacNaughton

And Now for Something Completely Different is a 1971 British comedy anthology film based on the television comedy series Monty Python's Flying Circus featuring sketches from the first two ...more

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#346 of 1,199 The Absolute Funniest Movies Of All Time #328 of 1,017 The All-Time Greatest Comedy Films

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John Cleese, Terry Gilliam, Eric Idle

Released: 1982

Directed by: Ian MacNaughton, Terry Hughes

Monty Python Live at the Hollywood Bowl is a 1982 concert film in which the Monty Python comedy troupe perform many of their greatest sketches at the Hollywood Bowl. The show also included ...more
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Chevy Chase, Dan Aykroyd, Bob Hope

Released: 1985

Directed by: John Landis

Spies Like Us is a 1985 American comedy film directed by John Landis and starring Chevy Chase, Dan Aykroyd, Steve Forrest, and Donna Dixon. The film presents the comic adventures of two novice ...more

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#677 of 1,699 The Most Rewatchable Movies #168 of 571 The Greatest Movies Of The 1980s, Ranked

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Michael Palin, Terry Jones, Eric Idle

Released: 1979

Directed by: Terry Jones

Monty Python's Life of Brian is an album released by Monty Python in conjunction with the 1979 film Monty Python's Life of Brian. It mostly contains scenes from the movie with only brief linking ...more

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#351 of 1,699 The Most Rewatchable Movies #146 of 591 The Best '70s Movies #122 of 460 The Most Quotable Movies of All Time

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Released: 2006

Directed by: John Scheinfeld

Who is Harry Nilsson... is a documentary about the musician Harry Nilsson that premiered at the Santa Barbara International Film Festival in 2006. It was released to theatres and on DVD in the ...more
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Not the Messiah is listed (or ranked) 10 on the list The Best Terry Gilliam Movies
Not the Messiah Terry Gilliam, Eric Idle, Michael Palin

Released: 2009

Directed by: Aubrey Powell

THE PROPER CARE AND FEEDING OF AN AMERICAN MESSIAH is the mock documentary story of a man who thinks he is a messiah. Not the messiah, but rather a local, regionally-selected messiah for his own ...more
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Cameron Diaz, John Cleese, Stephen Fry

Released: 2012

Directed by: Bill Jones, Benjamin Timlett, Jeff Simpson

An animated, factually incorrect biography of Graham Arthur Chapman, one of the founding members of the comedy group Monty Python.
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Tom Waits, Terry Gilliam, Olivia Merilahti

Released: 2011

Directed by: Rosto

The Monster of Nix is a 2011 animated short film written and directed by Rosto.
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Directors: Terry Gilliam... is listed (or ranked) 13 on the list The Best Terry Gilliam Movies
Directors: Terry Gilliam Madeleine Stowe, Terry Gilliam, David Warner

Released: 2000

Directed by: Robert J. Emery