The Best Patrick Dempsey Movies

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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.

Ranked by
  • Enchanted
    1
    Amy Adams, Patrick Dempsey, James Marsden
    • Released: 2007
    • Directed by: Kevin Lima
  • Can't Buy Me Love
    2
    Patrick Dempsey, Amanda Peterson, Courtney Gains
    • Released: 1987
    • Directed by: Steve Rash
  • Sweet Home Alabama
    3
    Reese Witherspoon, Josh Lucas, Patrick Dempsey
    • Released: 2002
    • Directed by: Andy Tennant
  • Made of Honor
    4
    Patrick Dempsey, Michelle Monaghan, Kevin McKidd
    • Released: 2008
    • Directed by: Paul Weiland
  • Loverboy
    5
    Patrick Dempsey, Kate Jackson, Robert Ginty
    • Released: 1989
    • Directed by: Joan Micklin Silver
  • Freedom Writers
    6
    Hilary Swank, Patrick Dempsey, Scott Glenn
    • Released: 2007
    • Directed by: Richard LaGravenese
  • Lucky 7
    7
    Patrick Dempsey, Kimberly Williams-Paisley, Gail O'Grady
    • Released: 2003
    • Directed by: Harry Winer
  • Valentine's Day
    8
    Jessica Alba, Kathy Bates, Jessica Biel
    • Released: 2010
    • Directed by: Garry Marshall
  • Brother Bear 2
    9
    Patrick Dempsey, Mandy Moore, Wanda Sykes
    • Released: 2006
    • Directed by: Ben Gluck
  • Transformers: Dark of the Moon
    10
    Shia LaBeouf, Josh Duhamel, John Turturro
    • Released: 2011
    • Directed by: Michael Bay
  • Flypaper
    11
    Patrick Dempsey, Octavia Spencer, Jeffrey Tambor
    • Released: 2011
    • Directed by: Rob Minkoff
  • Run
    12
    Kelly Preston, Patrick Dempsey
    • Released: 1991
    • Directed by: Geoff Burrowes
  • Happy Together
    13
    Brad Pitt, Patrick Dempsey, Helen Slater
    • Released: 1989
    • Directed by: Mel Damski
  • Scream 3
    14
    David Arquette, Neve Campbell, Courteney Cox
    • Released: 2000
    • Directed by: Wes Craven
  • Iron Jawed Angels
    15
    Hilary Swank, Patrick Dempsey, Vera Farmiga
    • Released: 2004
    • Directed by: Katja von Garnier
  • Outbreak
    16
    Dustin Hoffman, Rene Russo, Morgan Freeman
    • Released: 1995
    • Directed by: Wolfgang Petersen
  • With Honors
    17
    Joe Pesci, Brendan Fraser, Moira Kelly
    • Released: 1994
    • Directed by: Alek Keshishian
  • Jeremiah
    18
    Patrick Dempsey, Oliver Reed, Leonor Varela
    • Released: 1998
    • Directed by: Harry Winer
  • Mobsters
    19
    Christian Slater, Patrick Dempsey, Richard Grieco
    • Released: 1991
    • Directed by: Michael Karbelnikoff
  • 20,000 Leagues Under the Sea
    20
    Michael Caine, Patrick Dempsey, Mia Sara
    • Released: 1997
    • Directed by: Rod Hardy
  • In the Mood
    21
    Patrick Dempsey, Beverly D'Angelo, Talia Balsam
    • Released: 1987
    • Directed by: Phil Alden Robinson
  • Heaven Help Us
    22
    Patrick Dempsey, Donald Sutherland, Mary Stuart Masterson
    • Released: 1985
    • Directed by: Michael Dinner
  • The Emperor's Club
    23
    Kevin Kline, Patrick Dempsey, Jesse Eisenberg
    • Released: 2002
    • Directed by: Michael Hoffman
  • 20,000 Leagues Under the Sea
    24
    Patrick Dempsey, Richard Crenna, Paul Gross
    • Released: 1997
    • Directed by: Michael Anderson
  • A Season in Purgatory
    25
    Patrick Dempsey, Sherilyn Fenn, Edward Herrmann
    • Released: 1996
    • Directed by: David Greene