Entertainment

The Best Jon Cryer Movies  

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396 votes 113 voters 15.5k views 21 items

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

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

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

Items on this list include Hiding Out and Pretty in Pink.

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

If you're a fan of Jon Cryer, then check out our lists of the best Andrew McCarthy and Eric Stoltz movies as well.

list ordered by
1
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James Spader, Gina Gershon, Molly Ringwald
Pretty in Pink is a 1986 American romantic comedy-drama film about love and social cliques in 1980s American high schools. It is one of John Hughes' films starring Molly Ringwald, and is ...more
2
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Joy Behar, Jon Cryer, Annabeth Gish
Hiding Out is a 1987 movie starring Jon Cryer as a Wall Street broker "hiding out" as a high-school student.
3
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Charlie Sheen, Kristy Swanson, Valeria Golino
Hot Shots! is a 1991 comedy spoof film starring Charlie Sheen, Cary Elwes, Valeria Golino, Lloyd Bridges, Kevin Dunn, Jon Cryer and Ryan Stiles. It was directed by Jim Abrahams, and was written ...more
4
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Demi Moore, Jennifer Tilly, Tim Robbins
No Small Affair is a 1984 comedy-drama film directed by Jerry Schatzberg and starring Jon Cryer and Demi Moore. Cryer, Jennifer Tilly and Tim Robbins make their film debuts.
5
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Gene Hackman, Christopher Reeve, Jim Broadbent
Superman IV: The Quest for Peace is a 1987 American superhero film directed by Sidney J. Furie. It is the fourth and final film in the original Superman film series. This is the first film in ...more
6
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Jon Cryer, Lynn Redgrave, Paul Gleason
Morgan Stewart's Coming Home is a 1987 comedy film starring Jon Cryer, Viveka Davis, Paul Gleason, Nicholas Pryor and Lynn Redgrave. The screenplay was written by Ken Hixon and David N. Titcher. ...more
7
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Flea, Jon Cryer, John Densmore
Dudes is a 1987 film directed by Penelope Spheeris and written by Randall Jahnson.
8
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Eddie Murphy, Betty White, Dan Marino
Holy Man is a 1998 comedy film directed by Stephen Herek. It starred Eddie Murphy, Jeff Goldblum and Kelly Preston. The film was a box office and critical failure.
9
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Charlie Sheen, Robert Downey Jr., Jamie Foxx
Due Date is a 2010 American comedy road film directed by Todd Phillips, co-written by Alan R. Cohen, Alan Freedland, and Adam Sztykiel, and starring Robert Downey, Jr. and Zach Galifianakis. The ...more
10
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Kat Dennings, James Spader, William H. Macy
Shorts also known as Shorts: The Adventures of the Wishing Rock and Shorts: A Not-So Tall Tale is a 2009 3D American-Emirati live action and computer-animated family comedy fantasy adventure ...more
11
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Jesse McCartney, Jon Cryer, Brad Garrett
Unstable Fables is a trilogy of computer animated films produced by The Jim Henson Company in association with Flame Ventures, Prana Studios, and The Weinstein Company. The direct-to-DVD ...more
12
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Hilary Duff, Winona Ryder, Chevy Chase
Stay Cool is a 2011 American comedy film directed by Ted Smith, and written by Mark Polish. The film stars Winona Ryder, Mark Polish, Hilary Duff, Sean Astin, Josh Holloway, Jon Cryer, and Chevy ...more
13
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Jon Cryer, Ione Skye, Dominic Chianese
Went to Coney Island on a Mission from God... Be Back by Five is a 1998 film directed by Richard Schenkman and written by Schenkman and Jon Cryer. It premiered at the Los Angeles Film Festival.
14
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Jennifer Tilly, Kristin Scott Thomas, Mia Sara
The Pompatus of Love is a 1996 film that tells the story of four guys discussing women and the meaning of the word "pompatus". This made-up word is found in two Steve Miller songs, ...more
15
Planes is listed (or ranked) 15 on the list The Best Jon Cryer Movies
Teri Hatcher, Val Kilmer, Julia Louis-Dreyfus
Planes is a 2013 American 3D computer-animated sports comedy film produced by DisneyToon Studios and released by Walt Disney Pictures. It is a spin-off of Pixar's Cars franchise and the first ...more
16
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Dennis Hopper, Tina Louise, Cynthia Nixon
O.C. and Stiggs is a 1987 film directed by Robert Altman, based on two characters that were originally featured in a series of stories published in National Lampoon magazine. The film stars ...more
17
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Glam Tony Danza, Jon Cryer, Ali MacGraw
Glam is a 1997 Drama film directed by Josh Evans.
18
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Metro Chase Jon Cryer, Tara Lipinski, Rob Pinkston
Metro Chase is a 2004 comedy, family and adventure tv movie written by Leslie Plumley and directed by Dennis LaValle.
19
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Emmanuelle Chriqui, Laurence Fishburne, James Cromwell
Tortured is a 2008 crime thriller film written and directed by Nolan Lebovitz and starring Cole Hauser, Laurence Fishburne, and James Cromwell. It was released direct-to-DVD in the U.S. on ...more
20
Company is listed (or ranked) 20 on the list The Best Jon Cryer Movies
Christina Hendricks, Neil Patrick Harris, Stephen Colbert
Company is a 2011 musical film directed by Lonny Price.
21
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Jane Lynch, Mark Harmon, Jon Cryer
Weather Girl is a 2009 comedy film written and directed by Blayne Weaver. The film stars Tricia O'Kelley, Mark Harmon, Jon Cryer, and Enrico Colantoni.