The Best Jonathan Winters Movies  

178 votes 52 voters 5.7k views 35 items

List Rules 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.

list ordered by
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Mickey Rooney, Spencer Tracy, Buster Keaton
It's a Mad, Mad, Mad, Mad World is a 1963 American epic comedy film produced and directed by Stanley Kramer and starring Spencer Tracy with an all-star cast, about the madcap pursuit of $350,000 ...more
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Halle Berry, Elizabeth Taylor, Rosie O'Donnell
The Flintstones is a 1994 American buddy comedy film directed by Brian Levant and written by Tom S. Parker, Jim Jennewein and Steven E. de Souza. A live-action adaptation of the 1960s animated ...more
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Carl Reiner, Alan Arkin, Eva Marie Saint
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
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James Coburn, Milton Berle, John Gielgud
The Loved One is a 1965 black and white comedy film about a business in Los Angeles, which is based on The Loved One: An Anglo-American Tragedy, a short satirical novel by Evelyn Waugh. It was ...more
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Peter Ustinov, Jonathan Winters, Keenan Wynn
Viva Max! is a 1969 comedy film starring Peter Ustinov, Jonathan Winters and John Astin, directed by Jerry Paris. The film was written by Elliott Baker and based on a 1966 novel by Jim Lehrer.
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Dana Delany, Richard Dreyfuss, Jonathan Winters
Moon over Parador is a 1988 romantic comedy film, starring Richard Dreyfuss, Raúl Juliá and Sonia Braga. It is a remake of the 1939 film The Magnificent Fraud, based on the ...more
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Sean Connery, Matthew Broderick, Toni Collette
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 ...more
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Alec Baldwin, Ian McKellen, Tim Curry
The Shadow is a 1994 American superhero film, directed by Russell Mulcahy and starring Alec Baldwin, John Lone, Penelope Ann Miller, Ian McKellen, Peter Boyle, Jonathan Winters and Tim Curry. It ...more
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Katy Perry, SofĂ­a Vergara, Joan Rivers
The Smurfs is a 2011 American 3D live-action/computer-animated comedy film loosely based on The Smurfs comic book series created by the Belgian comics artist Peyo and the 1980s animated TV ...more
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Jonathan Winters, Danny Cooksey, Frank Welker
Tiny Toon Adventures: How I Spent My Vacation is a 1992 American direct-to-video animated film from Warner Bros. Animation and Amblin Entertainment. Plans for the film began as early as 1990 and ...more
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Robert De Niro, Whoopi Goldberg, Billy Crystal
The Adventures of Rocky and Bullwinkle is a 2000 American live-action/animated adventure comedy film produced by Universal Pictures, based on the television cartoon The Rocky and Bullwinkle Show ...more
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Stella Stevens, Jonathan Winters, Harvey Korman
The Longshot is a 1986 film directed by Paul Bartel starring Tim Conway.
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Julius Erving, Stockard Channing, Jonathan Winters
The Fish That Saved Pittsburgh is an American sports/fantasy comedy film that was released in 1979. The movie was directed by Gilbert Moses and co-produced by David Dashev and Gary Stromberg. It ...more
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Ringo Starr, John Stamos, Sammy Davis
Alice in Wonderland is a two-part film adaptation of Lewis Carroll's Alice books. An Irwin Allen production, it was a special made for television and used a huge all-star cast of notable actors ...more
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Mark Hamill, Stan Lee, Hugh Hefner
Comic Book: The Movie is a 2004 direct-to-DVD mockumentary starring and directed by Mark Hamill.
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Jonathan Winters, Rosalind Russell, Hugh Griffith
Oh Dad, Poor Dad, Mama's Hung You in the Closet and I'm Feeling So Sad is a 1967 comedy film directed by Richard Quine.
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Mr. T, Phyllis Diller, Jonathan Winters
Alice Through the Looking Glass is a 1987 Australian-Italian animated film nominally based on the novel Through the Looking-Glass by Lewis Carroll. It was directed by Andrea Bresciani and ...more
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Natalie Wood, Peter Falk, Jonathan Winters
Penelope is a 1966 comedy film directed by Arthur Hiller and starring Natalie Wood, Ian Bannen, Peter Falk, Jonathan Winters, and Dick Shawn. A novelisation of the screenplay was written by ...more
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Jacqueline Bissett, Jonathan Winters, Nell Carter
Swing is an American romantic comedy film starring Constance Brenneman, Innis Casey, Tom Skerritt, Jacqueline Bisset, Jonathan Winters, Nell Carter, Dahlia Waingort, Adam Tomei, Barry Bostwick, ...more
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Certifiably Jonathan Robin Williams, Sarah Silverman, Patricia Arquette
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The Bears Who Saved Christmas Jonathan Winters, Brad Garrett, Pam Dawber
The Bears Who Saved Christmas is a 1994 Animation, Short, Adventure and Family film written by Rachel Koretsky and Steven Whitestone and directed by Allen Foster.
Say Yes is listed (or ranked) 22 on the list The Best Jonathan Winters Movies
Say Yes Jonathan Winters
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Ben Stein, Jonathan Winters, Victoria Jackson
Santa vs. the Snowman 3D is a half-hour computer-animated short, created by Steve Oedekerk and produced by O Entertainment. Originally made as a television special, the film was later presented ...more
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The Wish That Changed Christmas Jonathan Winters
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Hideo Kinoshita, Nobuaki Sekine, Kiyoshi Kawakubo
Alakazam the Great is a 1960 Japanese musical anime film, based on the Chinese novel Journey to the West, and was one of the earliest anime films to be released in the United States. Based on ...more