Patrick Dempsey On A Lawn Mower

22 Patrick Dempsey Movies, Ranked From Worst to Best

If you’re still not over McDreamy’s death on Grey’s Anatomy, you need to watch these.

By Heather Finn Updated: May 13, 2019

patrick dempsey movies - outbreak

Warner Bros.

Patrick Dempsey made his exit from Grey’s Anatomy in 2015, but fans are still mourning the loss of Dr. Derek Shepherd all these years later. The good news for grieving Grey’s fans: Patrick has made a long and successful career for himself making movies that just might fill that McDreamy-shaped hole in your heart. Here, we take a look back at all the best (and worst) Patrick Dempsey movies you need to add to your watch list, stat.

Bank Robber (1993)

patrick dempsey movies - bank robber

IRS Media

Comedy and romance meet crime in Patrick Dempsey’s 1993 movie Bank Robber. After he robs a bank in the name of love, Billy hides from police in a hotel, where he bribes tenants not to rat him out.

Scream 3 (2000)

patrick dempsey movies - scream 3

Dimension Films

If you made it all the way to the third Scream movie, you caught Patrick as Detective Mark Kincaid. He was set to also to play in Scream 4, but turned it down.

Face the Music (1993)

patrick dempsey movies - face the music


Although 1993 comedy Face the Music stars two of your favorite ’80s movie icons (yes, that is Molly Ringwald), it’s one of Patrick’s lesser-known films.

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Flypaper (2011)

patrick dempsey movies - flypaper

The Safran Company

Writers Jon Lucas and Scott Moore (who also brought you The Hangover ) were behind this 2011 crime comedy starring Patrick and Ashley Judd.

Some Girls (1988)

patrick dempsey movies - some girls


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In this quirky coming-of-age flick, Patrick plays Michael, a teen who goes to visit his girlfriend, Gabriella (Jennifer Connelly), in Canada before realizing that she and her family aren’t all that he thought they would be.

Me and Will (1999)

patrick dempsey movies - me and will

S&M Productions

Patrick took on a slightly darker role for Me and Will, a 1999 drama that tells a story of drug addiction and struggles to get over the past.

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Valentine’s Day (2010)

patrick dempsey movies - valentine

New Line Cinema

Patrick was a natural fit for this star-studded romantic comedy, which features other such big-name celebrities as Jennifer Garner, Bradley Cooper, Anne Hathaway, and Ashton Kutcher.

Something About Sex (1998)

patrick dempsey movies - denial

Denial Venture

After a brief stint starring in a handful of made-for-TV movies, Patrick returned to the big screen for Something About Sex (although the drama was called Denial before being released to video).

Transformers: Dark of the Moon (2011)

patrick dempsey movies - transformers: dark of the moon

Paramount Pictures

Did you catch Patrick in this third installment of the Transformers franchise? He played Dylan Gould, a wealthy car collector (and Sam’s girlfriend’s boss) with a dark secret.

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Made of Honor (2008)

patrick dempsey movies - made of honor

Columbia Pictures

Although Made of Honor received less-than-rave reviews from critics, romantic comedy fans know and love Patrick as Tom Bailey, Jr. in this 2008 movie.

Loverboy (1989)

patrick dempsey movies - loverboy

Crescent Film Enterprises

Patrick took on the titular role in this 1989 comedy. Opposite Hollywood legends Kirstie Alley and Carrie Fisher, the young heartthrob played Loverboy‘s Randy Bodek, a college student looking to make some extra money via pizza delivery and, um, other services.

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Outbreak (1995)

patrick dempsey movies - outbreak

Warner Bros.

Blink, and you might have missed it: Patrick actually played Patient Zero (a.k.a. James "Jimbo" Scott) in this star-studded disaster flick based on Richard Preston’s book The Hot Zone.

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Mobsters (1991)

patrick dempsey movies - mobsters

Universal Pictures

Patrick played a young Meyer Lansky in this crime film based on the alleged origin story of the New York Mafia. Viewers enjoyed the movie, but it wasn’t exactly a hit with the critics: It has just a 6% review score on Rotten Tomatoes.

Run (1991)

patrick dempsey movies - run

Hollywood Pictures

In a departure from his many comedic roles, Patrick starred in action-thriller Run with Kelly Preston. There are mobs, police, and — as you might expect — lots of running involved in this one.

Bridget Jones’s Baby (2016)

patrick dempsey movies - bridget jones

Universal Pictures

After making his departure from Grey’s Anatomy in season 11 , Patrick landed a role in one of 2016’s most highly anticipated rom-coms: Bridget Jones’s Baby.

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In the Mood (1987)

patrick dempsey movies - in the mood

Kings Road Entertainment

Just one month later, Patrick’s next comedy In the Mood landed in theaters. Based on a true story, the film follows 14-year-old Sonny Wisecarver as he woos and attempts to run away with not one, but two, older women. "This kid named Patrick Dempsey is the perfect choice," esteemed film critic Roger Ebert wrote at the time.

Coupe de Ville (1990)

patrick dempsey movies - coupe de ville

Morgan Creek Entertainment

In 1990, Patrick nabbed a part in comedy Coupe de Ville. Alongside Daniel Stern and Arye Gross, the young actor played one of three bickering brothers tasked with bringing a car across the country so they can deliver it to their mother.

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With Honors (1994)

patrick dempsey movies - with honors

Spring Creek Productions

Patrick joined Joe Pesci and Brendan Fraser on the big screen for this goofy 1994 film. In it, Patrick plays the roommate of a Harvard student (Brendan) who’s convinced he’ll graduate from Harvard with honors until a homeless man (Joe) holds his painstakingly prepared thesis hostage.

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Can’t Buy Me Love (1987)

patrick dempsey movies - can

Touchstone Pictures

Patrick was just 21 when his movie-making career kicked off with several successful romantic comedies. In true teen rom-com fashion, Can’t Buy Me Love tells the story of a nerdy teen boy who captures the heart of a popular cheerleader when she least expects it. (Spoiler alert: He instantly captured the heart of every teen girl in America, too.)

Sweet Home Alabama (2002)

patrick dempsey movies - sweet home alabama

Touchstone Pictures

Word is Patrick’s co-stars in box-office hit Sweet Home Alabama, Josh Lucas and Reese Witherspoon, are interested in filming a sequel all these years later. (It seems safe to say that Patrick’s character, Andrew, likely wouldn’t play a major role, however.)