Film The Best Patrick Dempsey Movies  

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1.8k votes 449 voters 42.9k views 43 items

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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
191 21
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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
147 16
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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

3
146 17
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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

4
140 16
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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

5
75 14
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
77 18
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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
53 8
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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
56 10
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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
48 14
Transformers: Dark of the Moon is listed (or ranked) 9 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

10
41 12
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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

11
35 9
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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

12
40 13
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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.

13
32 8
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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.

14
28 10
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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.

15
32 15
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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

16
20 6
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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

17
19 6
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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

18
14 4
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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
23 13
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Patrick Dempsey, Christian Slater, Michael Gambon Mobsters is a 1991 crime-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
15 7
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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
16 8
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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
11 4
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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
15 8
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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
10 4
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Patrick Dempsey, Colm Feore, Brigitte Bako The Escape is a 1997 film directed by Stuart Gillard.

25
12 6
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Kevin Kline, Patrick Dempsey, Jesse Eisenberg The Emperor's Club is a 2002 American drama film directed by Michael Hoffman and stars Kevin Kline. Based on Ethan Canin's short story "The Palace Thief," it tells the story of a prep ...more

26
13 7
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Patrick Dempsey, Sherilyn Fenn, Edward Herrmann A Season in Purgatory is a 1996 crime fiction and drama film written by Robert W. Lenski and directed by David Greene.

27
9 4
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Patrick Dempsey, Claire Forlani, Robin Tunney JFK: Reckless Youth is a 1993 biographical film directed by Harry Winer.

28
10 6
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Patrick Dempsey, Sally Kellerman, Al Waxman Meatballs III: Summer Job is a 1986 film that was the third installment in the Meatballs film series, and the first in the series to be rated R. Unlike Meatballs Part II, this film follows Rudy, ...more

29
9 5
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Kirstie Alley, Ann-Margret, Poppy Montgomery Blonde is a 2001 TV drama film directed by Joyce Chopra.

30
8 4
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Mariska Hargitay, Forest Whitaker, Lisa Bonet Bank Robber is a 1993 film written and directed by Nick Mead in his directorial debut.

31
8 4
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Robert Downey Jr., Alyssa Milano, Sean Penn Hugo Pool is a 1997 American romantic comedy film, directed by Robert Downey, Sr., starring Alyssa Milano and Patrick Dempsey.

32
13 10
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Patrick Dempsey, Angie Everhart, Christine Taylor Denial is a 1998 film written and directed by Adam Rifkin. It was released to video under the title Something About Sex. The plot revolved around couples as they struggle with the hardships of ...more

33
12 9
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Patrick Dempsey, Alan Arkin, Annabeth Gish Coupe de Ville is a 1990 American comedy-drama film directed by Joe Roth. It stars Daniel Stern, Arye Gross, and Patrick Dempsey as three very different brothers asked by their father to drive ...more

34
10 7
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Jennifer Connelly, Patrick Dempsey, Florinda Bolkan Some Girls is a 1988 film starring Patrick Dempsey and Jennifer Connelly.

35
8 5
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Keanu Reeves, Patrick Dempsey, M. Emmet Walsh Me & Will is a 1999 drama film written and directed by Melissa Behr and Sherrie Rose.

36
7 4
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Odd Jobs Patrick Dempsey Odd Jobs is a 1997 film written by Roger Avary and directed by Peter O'Fallon.

37
7 4
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Crime and Punishment Ben Kingsley, Patrick Dempsey, Julie Delpy Crime and Punishment is a 1998 television film directed by Joseph Sargent. It stars Patrick Dempsey and Ben Kingsley.

38
6 3
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Patrick Dempsey, Lea Thompson, Laura San Giacomo The Right To Remain Silent is a play by Mark Fauser and Brent Briscoe that was adapted for a television movie in 1996 starring Robert Loggia and Lea Thompson.

39
6 3
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Shade Patrick Dempsey, Kimberly Williams-Paisley, Philip Charles MacKenzie Shade is a 2006 short drama film written and directed by Kimberly Williams.

40
6 3
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Corsairs Patrick Dempsey, Martin Landau, Balthazar Getty Corsairs is a 2002 TV movie directed by Michael Dinner.

41
6 3
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Téa Leoni, Patrick Dempsey, Jeffrey Jones There's No Fish Food in Heaven is a 1998 comedy film directed by Eleanor Gaver.

42
6 3
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Hayden Panettiere, Patrick Dempsey, Mary McDonnell Chestnut Hill is a 2001 TV movie drama directed by Don Scardino.

43
5 5
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The Treat Patrick Dempsey, Alfred Molina, Julie Delpy