The Best Jonathan Winters Movies

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

List of the best Jonathan Winters movies, ranked best to worst with movie trailers when available. Jonathan Winters'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 Jonathan Winters movies is decided by how many votes they receive, so only highly rated Jonathan Winters movies will be at the top of the list. Jonathan Winters has been in a lot of films, so people often debate each other over what the greatest Jonathan Winters movie of all time is. If you and a friend are arguing about this then use this list of the most entertaining Jonathan Winters films to end the squabble once and for all.

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

The Shadow and It's a Mad, Mad, Mad, Mad World are a great starting point for your to rank your favorites on this list

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

Brian Levant and Raja Gosnell both worked with Jonathan Winters over the years, as have plenty of other well-known directors.

Ranked by
  • The Russians Are Coming, the Russians Are Coming
    Carl Reiner, Alan Arkin, Eva Marie Saint
    11 votes
    • Released: 1966
    • Directed by: Norman Jewison
    The Russians Are Coming, the Russians Are Coming is a 1966 American comedy film directed by Norman Jewison. It is based on the Nathaniel Benchley novel The Off-Islanders, and was adapted for the ...more
  • It's a Mad, Mad, Mad, Mad World
    Spencer Tracy, Edie Adams, Milton Berle
    19 votes
    • Released: 1963
    • Directed by: Stanley Kramer
    The story begins during a massive traffic jam, caused by reckless driver Smiler Grogan (Jimmy Durante), who, before kicking the bucket, cryptically tells the assembled drivers that he's buried a ...more

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  • The Loved One
    Robert Morse, Jonathan Winters, Anjanette Comer
    13 votes
    • Released: 1965
    • Directed by: Tony Richardson
    The suicide of his expatriate uncle (John Gielgud) draws Englishman and poet Dennis Barlow (Robert Morse) into California's booming funeral industry. Dennis falls for spiritual funeral home stylist ...more

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  • Moon over Parador
    Richard Dreyfuss, Raul Julia, Sonia Braga
    7 votes
    • Released: 1988
    • Directed by: Paul Mazursky
    When the iron-fisted ruler of a small African nation dies, his top aide, Roberto Strausmann (Raul Julia), will do anything to avoid a regime change, so he recruits struggling film actor Jack Noah ...more

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  • The Thief and the Cobbler
    Sean Connery, Matthew Broderick, Toni Collette
    7 votes
    • Released: 1993
    • Directed by: Richard Williams
    This film is a British animated fantasy film directed, co-written and co-produced by Canadian animator Richard Williams. The film is famous for its animation and its long, troubled history. It was ...more
  • Viva Max!
    Peter Ustinov, Pamela Tiffin, Jonathan Winters
    8 votes
    • Released: 1969
    • Directed by: Jerry Paris
    Delusional Mexican Gen. Maximilian Rodrigues (Peter Ustinov) tells his troops they are on their way to an American march in honor of George Washington's birthday -- then leads them over the border ...more