Entertainment

The Best Patrick Dempsey Movies  

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2k votes 468 voters 43.5k views 43 items

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

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

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

The list you're viewing has a variety of films, like Some Girls and 20,000 Leagues Under the Sea, in it.

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

Patrick Dempsey has worked with many famous directors, including big names like Michael Bay and Garry Marshall. Patrick Dempsey has been in some really popular films, and is right up there with stars like Shemar Moore and Ian Somerhalder in terms of fame and success.

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1
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Paula Abdul, Patrick Dempsey, Seth Green
Can't Buy Me Love is a 1987 teen comedy feature film starring Patrick Dempsey and Amanda Peterson in a story about a nerd at a high school in Tucson, Arizona who gives a cheerleader $1,000 to ...more
2
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Amy Adams, Susan Sarandon, Julie Andrews
Enchanted is a 2007 American musical live-action/animated fantasy romantic comedy film, produced by Walt Disney Pictures with New York Academy Barry Sonnenfeld and Josephson Entertainment. ...more
3
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Michelle Monaghan, Patrick Dempsey, Elisabeth Hasselbeck
Made of Honor is a 2008 American romantic comedy film directed by Paul Weiland and story written by Adam Sztykiel. It was produced by Neal H. Moritz and was released by Columbia Pictures in ...more
4
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Reese Witherspoon, Matthew McConaughey, Dakota Fanning
Sweet Home Alabama is a 2002 American romantic comedy film directed by Andy Tennant, starring Reese Witherspoon, Josh Lucas, Patrick Dempsey and Candice Bergen. The film was released by ...more
5
Valentine's Day is listed (or ranked) 5 on the list The Best Patrick Dempsey Movies
Jessica Alba, Taylor Swift, Anne Hathaway
Valentine's Day is a 2010 American romantic comedy film directed by Garry Marshall. The screenplay and the story were written by Katherine Fugate, Abby Kohn and Marc Silverstein. The film ...more
6
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Kirstie Alley, Carrie Fisher, Patrick Dempsey
Loverboy is a 1989 American comedy film starring Patrick Dempsey, Kirstie Alley, and Carrie Fisher.
7
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Hilary Swank, Patrick Dempsey, Imelda Staunton
Freedom Writers is a 2007 drama film starring Hilary Swank, Scott Glenn, Imelda Staunton and Patrick Dempsey. It is based on the book The Freedom Writers Diary by teacher Erin Gruwell who wrote ...more
8
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Patrick Dempsey, Kimberly Williams-Paisley, Gail O'Grady
Lucky 7 is a 2003 made-for-TV film starring Patrick Dempsey and Kimberly Williams.
9
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Mandy Moore, Patrick Dempsey, Wanda Sykes
Brother Bear 2 is a 2006 American animated comedy-drama/fantasy film and the direct-to-video sequel to the animated feature Brother Bear and was released on DVD and VHS on August 29, 2006. ...more
10
Transformers: Dark of the Moon is listed (or ranked) 10 on the list The Best Patrick Dempsey Movies
Rosie Huntington-Whiteley, Shia LaBeouf, John Malkovich
Transformers: Dark of the Moon is a 2011 American science fiction action film directed by Michael Bay, based on the toy line, and the third film in the series. The Autobots learn of a ...more
11
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Patrick Dempsey, Octavia Spencer, Jeffrey Tambor
Flypaper is a 2011 crime fiction comedy film written by Jon Lucas and Scott Moore, and directed by Rob Minkoff.
12
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Morgan Freeman, Kevin Spacey, Dustin Hoffman
Outbreak is a 1995 American medical disaster film directed by Wolfgang Petersen and based on Richard Preston's non-fiction book The Hot Zone. The film stars Dustin Hoffman, Rene Russo, and ...more
13
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Courteney Cox, Jenny McCarthy, Carrie Fisher
Scream 3 is a 2000 American slasher film and the third installment in the Scream franchise. Directed by Wes Craven and written by Ehren Kruger, the film stars Neve Campbell, Courteney Cox, and ...more
14
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Kelly Preston, Patrick Dempsey
Run is a 1991 film, directed by Geoff Burrowes. The movie stars Patrick Dempsey and Kelly Preston.
15
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Brendan Fraser, Joe Pesci, Patrick Dempsey
With Honors is a 1994 comedy-drama film starring Joe Pesci and Brendan Fraser. The film was directed by Alek Keshishian, who has more famously directed music videos for Madonna and Bobby Brown.
16
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Brad Pitt, Patrick Dempsey, Helen Slater
Happy Together is a 1989 American romantic comedy film starring Patrick Dempsey and Helen Slater. The film was marketed with the taglines, "Roommates by accident...lovers by choice", ...more
17
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Hilary Swank, Patrick Dempsey, Vera Farmiga
Iron Jawed Angels is a 2004 American historical drama film. It was directed by Katja von Garnier and starred Hilary Swank as suffragist leader Alice Paul, Frances O'Connor as activist Lucy ...more
18
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Patrick Dempsey, Carl Reiner, Beverly DAngelo
In the Mood is a 1987 film directed by Phil Alden Robinson. It is set in the 1940s and stars Patrick Dempsey and Beverly D'Angelo. Based on the true story of Ellsworth Clewer "Sonny" ...more
19
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Patrick Dempsey, Christian Slater, Michael Gambon
This film is a 1991 drama film detailing the creation of The Commission. Set in New York City, taking place from 1917 to 1931, it is a semi-fictitious account of the rise of Charles ...more
20
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Patrick Dempsey, Donald Sutherland, Mary Stuart Masterson
Heaven Help Us is a 1985 comedy-drama film starring Andrew McCarthy, Mary Stuart Masterson, Kevin Dillon, Donald Sutherland, Wallace Shawn, Stephen Geoffreys, John Heard, and Patrick Dempsey.
21
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Patrick Dempsey, Oliver Reed, Leonor Varela
Jeremiah is a 1998 biographical, drama, history film written and directed by Harry Winer.
22
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Patrick Dempsey, Richard Crenna, Paul Gross
20,000 Leagues Under the Sea is a 1997 television movie produced by Hallmark Entertainment, based on the novel of the same name by Jules Verne and starring Ben Cross as Captain Nemo. It ...more
23
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Michael Caine, Patrick Dempsey, Mia Sara
20,000 Leagues Under the Sea is a 1997 television film produced by Village Roadshow Pictures, based on the novel Twenty Thousand Leagues Under the Sea by Jules Verne.
24
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Patrick Dempsey, Claire Forlani, Robin Tunney
JFK: Reckless Youth is a 1993 biographical film directed by Harry Winer.
25
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Patrick Dempsey, Colm Feore, Brigitte Bako
The Escape is a 1997 film directed by Stuart Gillard.