Entertainment

The Best Movies About Getting Dumped 

Ann Casano
2.1k votes 366 voters 22.1k 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

More (500) Days of Summer 

#1,104 of 1,699 The Most Rewatchable Movies #127 of 803 The Greatest Chick Flicks Ever Made #35 of 172 The Greatest Date Movies of All Time

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

More Forgetting Sarah Marshall 

#175 of 803 The Greatest Chick Flicks Ever Made #103 of 1,198 The Absolute Funniest Movies Of All Time

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

More The Wedding Singer 

#222 of 1,699 The Most Rewatchable Movies #96 of 1,007 The All-Time Greatest Comedy Films

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

More Eternal Sunshine of the Spotless Mind 

#437 of 599 The Greatest Epic Movies Ever Made #324 of 803 The Greatest Chick Flicks Ever Madelisted 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

More Legally Blonde 

#279 of 1,699 The Most Rewatchable Movies #161 of 1,007 The All-Time Greatest Comedy Films

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

More High Fidelity 

#1,021 of 1,699 The Most Rewatchable Movies #27 of 302 The Greatest Soundtracks of All Time #59 of 324 Movies with the Best Soundtracks

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

More Casablanca 

#169 of 1,699 The Most Rewatchable Movies #184 of 599 The Greatest Epic Movies Ever Madelisted on Every Oscar Winning Film Ever

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

More The First Wives Club 

#712 of 1,699 The Most Rewatchable Movies #426 of 1,198 The Absolute Funniest Movies Of All Time #394 of 460 The Most Quotable Movies of All Time

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

More Bridget Jones's Diary 

#384 of 1,699 The Most Rewatchable Movies #580 of 1,007 The All-Time Greatest Comedy Films #50 of 803 The Greatest Chick Flicks Ever Made

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.
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

More The War of the Roses 

#575 of 1,699 The Most Rewatchable Movies #250 of 803 The Greatest Chick Flicks Ever Made

13
Ranker Video
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.

More Overboard 

#237 of 1,007 The All-Time Greatest Comedy Films #144 of 1,198 The Absolute Funniest Movies Of All Time

14
Ranker Video
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

More Gone with the Wind 

#3 of 93 The Very Best Oscar-Winning Movies For Best Picturefeaturing The Most Memorable 'Gone with the Wind' Quoteslisted on Every Oscar Winning Film Ever

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

More Better Off Dead 

#345 of 1,007 The All-Time Greatest Comedy Films #191 of 1,198 The Absolute Funniest Movies Of All Timelisted on The Best Lifetime Movies Ever Made

16
Ranker Video
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

More My Best Friend's Wedding 

#106 of 302 The Greatest Soundtracks of All Time #548 of 1,007 The All-Time Greatest Comedy Filmsfeaturing My Best Friend's Wedding Is The Most Twisted, Screwed Up Rom-Com Ever Made

17
Ranker Video
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

More Little Miss Sunshine 

#174 of 1,007 The All-Time Greatest Comedy Films #169 of 803 The Greatest Chick Flicks Ever Madelisted on Every Oscar Winning Film Ever

18
Ranker Video
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.

More Heathers 

#418 of 1,699 The Most Rewatchable Movies #73 of 803 The Greatest Chick Flicks Ever Madefeaturing The Most Popular Quotes From 'Heathers'

19
Ranker Video
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

More Silver Linings Playbook 

#621 of 1,699 The Most Rewatchable Movies #539 of 1,007 The All-Time Greatest Comedy Films #104 of 348 The Best Movies Based On Books

20
The Way We Were is listed (or ranked) 20 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

More The Way We Were 

#174 of 803 The Greatest Chick Flicks Ever Made #147 of 591 The Best '70s Movieslisted on Every Oscar Winning Film Ever

21
John Tucker Must Die is listed (or ranked) 21 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

More John Tucker Must Die 

#1,422 of 1,699 The Most Rewatchable Movies #46 of 803 The Greatest Chick Flicks Ever Made

22
Under the Tuscan Sun is listed (or ranked) 22 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

More Under the Tuscan Sun 

#111 of 803 The Greatest Chick Flicks Ever Made #322 of 625 The Greatest Guilty Pleasure Movies

23
Chasing Amy is listed (or ranked) 23 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

More Chasing Amy 

#646 of 803 The Greatest Chick Flicks Ever Made #547 of 1,198 The Absolute Funniest Movies Of All Time

24
Ranker Video
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

More Thelma & Louise 

#241 of 1,699 The Most Rewatchable Moviesfeaturing Behind-The-Scenes Stories From The Making Of 'Thelma & Louise'listed on Every Oscar Winning Film Ever

25
Ranker Video
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

More The Holiday 

#30 of 172 The Greatest Date Movies of All Time #63 of 109 The Best Christmas Movies of All Time