The 40+ Best Patrick Dempsey Movies

Ranker Film
Updated May 1, 2024 45.2K views 46 items
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2.4K votes
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Vote for your favorite movies, regardless of critic reviews or how big the role was.
Latest additions: Ferrari, Thanksgiving
Most divisive: Jeremiah
Over 500 Ranker voters have come together to rank this list of The 40+ Best Patrick Dempsey Movies

Patrick Dempsey's career has been an impressive one, and now movie fans everywhere have come together to vote on his best and worst films. From his iconic roles in Can't Buy Me Love and Enchanted, to more challenging dramas such as Outbreak and Freedom Writers - there is something for everyone on this list. What makes these rankings so interesting though, are the fan's perceptions of each movie based on its performances, writing, direction and overall entertainment value.

No matter what type of Dempsey film you're looking for - light-hearted or emotionally gripping - it can be found here. In fact if your favorite isn't where you think it should be? It's up to you to change that. The only way we'll find out which films truly showcase Dempsey's talents as an actor is by having all votes counted.

So whether you were a fan of McDreamy back in the day or just discovered him recently, get ready for some fun discussions with fellow movie buffs over Patrick Dempsey’s top films.

  • Iron Jawed Angels
    31

    Iron Jawed Angels

    Hilary Swank, Patrick Dempsey, Vera Farmiga
    23 votes
    Iron Jawed Angels is a 2004 American historical drama film directed by Katja von Garnier. The film stars Hilary Swank as suffragist leader Alice Paul, Frances O'Connor as activist Lucy Burns, Julia Ormond as Inez Milholland, and Anjelica Huston as Carrie Chapman Catt. It received critical acclaim after the film premiered at the 2004 Sundance Film Festival.The film focuses on the American women's suffrage movement during the 1910s and follows women's suffrage leaders Alice Paul and Lucy Burns as they use peaceful and effective nonviolent strategies, tactics, and dialogues to revolutionize the American feminist movement to grant women the right to vote. The film was released in the United States on February 15, 2004.
  • 20,000 Leagues Under the Sea
    32

    20,000 Leagues Under the Sea

    Patrick Dempsey, Richard Crenna, Paul Gross
    17 votes
    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 premiered on March 23, 1997. It is most notable for replacing the character of Professor Aronnax's manservant, Conseil, with the Professor's daughter, Sophie, who disguises herself as a boy so that she may accompany her father aboard the USS Abraham Lincoln; she becomes the apex of a love triangle involving Captain Nemo and Ned the harpooner.
  • Blonde
    33

    Blonde

    Poppy Montgomery, Ann-Margret, Patricia Richardson
    34 votes
    Vulnerable Norma Jean Baker overcomes a grim and tumultuous childhood, then transforms herself into actress and sex-symbol Marilyn Monroe.
  • Crime and Punishment
    34

    Crime and Punishment

    Ben Kingsley, Patrick Dempsey, Julie Delpy
    19 votes
    Crime and Punishment is a 1998 television film directed by Joseph Sargent. It stars Patrick Dempsey and Ben Kingsley.
  • Odd Jobs
    35

    Odd Jobs

    Patrick Dempsey
    14 votes
    Odd Jobs is a 1997 film written by Roger Avary and directed by Peter O'Fallon.
  • Bank Robber
    36

    Bank Robber

    Mariska Hargitay, Forest Whitaker, Lisa Bonet
    18 votes
    Bank Robber is a 1993 film written and directed by Nick Mead in his directorial debut.
  • Chestnut Hill
    37

    Chestnut Hill

    Hayden Panettiere, Patrick Dempsey, Mary McDonnell
    16 votes
    Chestnut Hill is a 2001 TV movie drama directed by Don Scardino.
  • There's No Fish Food in Heaven
    38

    There's No Fish Food in Heaven

    Téa Leoni, Patrick Dempsey, Jeffrey Jones
    16 votes
    There's No Fish Food in Heaven is a 1998 comedy film directed by Eleanor Gaver.
  • Shade
    39

    Shade

    Patrick Dempsey, Kimberly Williams-Paisley, Philip Charles MacKenzie
    16 votes
    Shade is a 2006 short drama film written and directed by Kimberly Williams.
  • Hugo Pool
    40

    Hugo Pool

    Robert Downey Jr., Alyssa Milano, Sean Penn
    17 votes
    Hugo Pool is a 1997 American romantic comedy film, directed by Robert Downey, Sr., starring Alyssa Milano and Patrick Dempsey.
  • Me and Will
    41

    Me and Will

    Keanu Reeves, Patrick Dempsey, M. Emmet Walsh
    17 votes
    Me & Will is a 1999 drama film written and directed by Melissa Behr and Sherrie Rose.
  • The Treat
    42

    The Treat

    Patrick Dempsey, Alfred Molina, Julie Delpy
    16 votes
  • Thanksgiving
    43

    Thanksgiving

    Patrick Dempsey, Ty Olsson, Gina Gershon
    7 votes
    A mysterious masked maniac terrorizes residents of Plymouth, Mass., one year after a Black Friday riot ended in tragedy. Picking off victims one by one, the seemingly random revenge killings soon become part of a larger, sinister plan.
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  • The Right to Remain Silent
    44

    The Right to Remain Silent

    Patrick Dempsey, Lea Thompson, Laura San Giacomo
    14 votes
    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.
  • Corsairs
    45

    Corsairs

    Patrick Dempsey, Martin Landau, Balthazar Getty
    14 votes
    Corsairs is a 2002 TV movie directed by Michael Dinner.
  • Ferrari
    46

    Ferrari

    Adam Driver, Penélope Cruz, Shailene Woodley
    4 votes
    During the summer of 1957, bankruptcy looms over the company that Enzo Ferrari and his wife built 10 years earlier. He decides to roll the dice and wager it all on the iconic Mille Miglia, a treacherous 1,000-mile race across Italy.
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