Entertainment

The Best Movies About Getting Dumped  

Ann Casano
2.1k votes 362 voters 21.8k views 66 items

There are a lot of ways different people handle getting dumped. Some put on sweatpants and reach for a pint (or 12) of Cherry Garcia. Others go out to a bar to drink away their sorrows. Then there are those that seek comfort in entertainment. If you happen to be looking for a little helping hand from the cinema, search no farther than this list. These are the best movies about being dumped.

These are great movies to watch after being dumped for several reasons. Number one is because they help you remember that you’re not alone. At some point in life, everyone gets broken up with. It’s reassuring to know that even people who look like Ben Affleck, Diane Lane, and Gwyneth Paltrow get dumped.

This may be hard to believe, but perhaps getting dumped is not the worst thing that can happen. Think about Legally Blonde. When Elle Woods's BF dumps her for not being smart and serious, she shows him a thing or two, getting into and excelling at Harvard Law. If he hadn't dumped her, she wouldn't have become the high-powered female attorney that was lurking inside her!

Watching the best breakup movies from this list will help you cope after a tough breakup. So put away that box of Kleenex and spend the day watching famous actors get shown the door. Then be sure to upvote your favorite movies for when you get dumped, or add other movies about getting broken up with below.

list ordered by
1
(500) Days of Summer is listed (or ranked) 1 on the list The Best Movies About Getting Dumped
Zooey Deschanel, Minka Kelly, Chloë Grace Moretz
(500) Days of Summer is a 2009 American romantic comedy-drama film by first time director Marc Webb. On January 8, Tom Hansen (Joseph Gordon-Levitt) meets Summer Finn (Zooey Deschanel), his ...more

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2
Forgetting Sarah Marshal... is listed (or ranked) 2 on the list The Best Movies About Getting Dumped
Mila Kunis, Kristen Bell, Russell Brand
Forgetting Sarah Marshall is a 2008 American romantic comedy-drama film directed by Nicholas Stoller and starring Jason Segel, Kristen Bell, Mila Kunis and Russell Brand. The film, which was ...more

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#100 of 997 The All-Time Greatest Comedy Films #176 of 808 The Greatest Chick Flicks Ever Made #415 of 1,699 The Most Rewatchable Movies

3
The Wedding Singer is listed (or ranked) 3 on the list The Best Movies About Getting Dumped
Drew Barrymore, Adam Sandler, Steve Buscemi
The Wedding Singer is a 1998 romantic comedy film written by Tim Herlihy and directed by Frank Coraci. It stars Adam Sandler as a wedding singer in the 1980s and Drew Barrymore as a waitress ...more

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#99 of 997 The All-Time Greatest Comedy Films #67 of 808 The Greatest Chick Flicks Ever Made #15 of 493 The Funniest '90s Movies

4
Eternal Sunshine of the ... is listed (or ranked) 4 on the list The Best Movies About Getting Dumped
Kate Winslet, Kirsten Dunst, Jim Carrey
Watch for Free with Amazon Prime Free Trial Eternal Sunshine of the Spotless Mind is a 2004 American romantic science-fiction comedy-drama film about an estranged couple who have each other erased from their memories, written by Charlie ...more

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#56 of 258 The Best Psychological Thrillers of All Time #98 of 291 The Top Tearjerker Movies That Make Men Crylisted on Every Oscar Winning Film Ever

5
Legally Blonde is listed (or ranked) 5 on the list The Best Movies About Getting Dumped
Reese Witherspoon, Luke Wilson, Selma Blair
Legally Blonde is a 2001 American comedy film directed by Robert Luketic, based on the novel by Amanda Brown. Sorority girl Elle Woods (Reese Witherspoon) decides to enroll in Harvard Law School ...more

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#181 of 997 The All-Time Greatest Comedy Films #4 of 808 The Greatest Chick Flicks Ever Made #103 of 250 The Best Teen Romance Movies

6
High Fidelity is listed (or ranked) 6 on the list The Best Movies About Getting Dumped
Catherine Zeta-Jones, Bruce Springsteen, Jack Black
Watch for Free with Amazon Prime Free Trial High Fidelity is a 2000 American comedy-drama film directed by Stephen Frears and starring John Cusack and Iben Hjejle. The film is based on the 1995 British novel of the same name by Nick ...more

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7
Casablanca is listed (or ranked) 7 on the list The Best Movies About Getting Dumped
Ingrid Bergman, Humphrey Bogart, Peter Lorre
Casablanca is a 1942 American romantic drama film directed by Michael Curtiz and based on Murray Burnett and Joan Alison's unproduced stage play Everybody Comes to Rick's. The film stars ...more

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8
The First Wives Club is listed (or ranked) 8 on the list The Best Movies About Getting Dumped
Sarah Jessica Parker, Goldie Hawn, Heather Locklear
The First Wives Club is a 1996 comedy film, based on the best-selling 1992 novel of the same name by Olivia Goldsmith. Narrated by Diane Keaton, it stars Keaton, Goldie Hawn, and Bette Midler as ...more

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9
Bridget Jones's Diary is listed (or ranked) 9 on the list The Best Movies About Getting Dumped
Renée Zellweger, Hugh Grant, Colin Firth
Bridget Jones's Diary is a 2001 British romantic comedy film directed by Sharon Maguire. It is based on Helen Fielding's novel of the same name which is a reinterpretation of Austen's Pride and ...more

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10
Along Came Polly is listed (or ranked) 10 on the list The Best Movies About Getting Dumped
Jennifer Aniston, Alec Baldwin, Ben Stiller
Along Came Polly is a 2004 American romantic comedy film written and directed by John Hamburg, starring Ben Stiller and Jennifer Aniston in the lead roles.

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11
Bad Moms is listed (or ranked) 11 on the list The Best Movies About Getting Dumped
Siersha 2 added Mila Kunis, Kristen Bell, Kathryn Hahn
Bad Moms is a 2016 American comedy film directed and written by Jon Lucas and Scott Moore.
12
The War of the Roses is listed (or ranked) 12 on the list The Best Movies About Getting Dumped
Kathleen Turner, Danny DeVito, Michael Douglas
This film is a 1989 American black comedy film based upon the 1981 novel of the same name by Warren Adler. The film follows a wealthy couple with a seemingly perfect marriage. When their ...more

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#232 of 575 The Greatest Movies Of The 1980s, Ranked #458 of 997 The All-Time Greatest Comedy Films #101 of 439 The Funniest '80s Movies

13
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Siersha 2 added Goldie Hawn, Kurt Russell, Roddy McDowall

An unhappily married richie on a yacht argues with her carpenter, falls off yacht, & suffers insomnia while at the mercy of said carpenter & his childless kids.  Hawn & Russell are always fun.

Overboard is a 1987 American romantic comedy film starring Goldie Hawn and Kurt Russell. It was directed by Garry Marshall, produced by Roddy McDowall, and loosely inspired by the 1974 Italian ...more

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#220 of 630 The Greatest Guilty Pleasure Movies #96 of 336 'Old' Movies Every Young Person Needs To Watch In Their Lifetime #90 of 575 The Greatest Movies Of The 1980s, Ranked

14
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Siersha 2 added Clark Gable, Vivien Leigh, Olivia de Havilland
Gone with the Wind is a 1939 American epic historical romance film adapted from Margaret Mitchell's Pulitzer-winning 1936 novel. It was produced by David O. Selznick of Selznick International ...more

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15
Better Off Dead is listed (or ranked) 15 on the list The Best Movies About Getting Dumped
John Cusack, E.G. Daily, David Ogden Stiers
This film is a 1985 American teen romantic comedy film starring John Cusack and written and directed by Savage Steve Holland. It tells the story of high school student Lane Myer after his ...more

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16
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Siersha 2 added Julia Roberts, Dermot Mulroney, Rupert Everett
My Best Friend's Wedding is a 1997 American romantic comedy film directed by P.J. Hogan. When a woman's long-time friend (Dermot Mulroney) reveals he's engaged, she (Julia Roberts) realizes she ...more

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17
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Siersha 2 added Steve Carell, Bryan Cranston, Toni Collette
Little Miss Sunshine is a 2006 American comedy-drama road film and the directorial film debut of the husband-wife team of Jonathan Dayton and Valerie Faris. The screenplay was written by ...more

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18
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Siersha 2 added Winona Ryder, Shannen Doherty, Christian Slater

A very interesting breakup scene at the end makes one question the nature of having just too much in common.  Ryder and Christian Slater play a very interesting couple.

Heathers is a 1988 comedy, drama film written by Daniel Waters and directed by Michael Lehmann.

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19
The Way We Were is listed (or ranked) 19 on the list The Best Movies About Getting Dumped
Barbra Streisand, Robert Redford, James Woods
Watch for Free with Amazon Prime Free Trial The Way We Were is a 1973 American romantic drama film, starring Barbra Streisand and Robert Redford, and directed by Sydney Pollack. The screenplay by Arthur Laurents was based on his college ...more

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20
John Tucker Must Die is listed (or ranked) 20 on the list The Best Movies About Getting Dumped
Jenny McCarthy, Sophia Bush, Brittany Snow
This film is a 2006 American high school comedy romance film, directed by Betty Thomas. The film is about a trio of girls who plot to break the heart of manipulative basketball star John Tucker ...more

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21
Under the Tuscan Sun is listed (or ranked) 21 on the list The Best Movies About Getting Dumped
Diane Lane, Sandra Oh, Kate Walsh
Under the Tuscan Sun is a 2003 American romantic comedy drama film written, produced, and directed by Audrey Wells and starring Diane Lane. Based on Frances Mayes' 1996 memoir Under the Tuscan ...more

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22
Chasing Amy is listed (or ranked) 22 on the list The Best Movies About Getting Dumped
Ben Affleck, Matt Damon, Kevin Smith
Watch for Free with Amazon Prime Free Trial Chasing Amy is a 1997 American romantic comedy film written and directed by Kevin Smith. The central tension revolves around sexuality, sexual history, and evolving friendships. It is the third ...more

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23
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Siersha 2 added Brad Pitt, Susan Sarandon, Geena Davis
Thelma & Louise is a 1991 American film, written by Callie Khouri and directed by Ridley Scott. It stars Geena Davis as Thelma and Susan Sarandon as Louise, two friends who embark on a road ...more

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24
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Siersha 2 added Lindsay Lohan, Cameron Diaz, Kate Winslet

Not so much a breakup movie as a view of how a getaway can introduce unforeseen possibilities.

The Holiday is a 2006 American Christmas-themed romantic comedy film written, produced and directed by Nancy Meyers. Distributed by Columbia Pictures and Universal Pictures and filmed in both ...more

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25
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Siersha 2 added Jennifer Lawrence, Robert De Niro, Bradley Cooper

Endearing but bi-polar Bradley Cooper tries to win back his aloof and estranged wife.  Jennifer Lawrence as a masterful eccentric and neurotic widow.  Excellent film.

Silver Linings Playbook is a 2012 American romantic comedy-drama film written and directed by David O. Russell, adapted from the novel The Silver Linings Playbook by Matthew Quick. The film ...more

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