Relationships The Best Movies About Getting Dumped  

Ann Casano
1.5k votes 295 voters 14.9k views 68 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.

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(500) Days of Summer is listed (or ranked) 1 on the list The Best Movies About Getting Dumped
(500) Days of Summer 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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Forgetting Sarah Marshall is listed (or ranked) 2 on the list The Best Movies About Getting Dumped
Forgetting Sarah Marshall 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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Eternal Sunshine of the Spotle... is listed (or ranked) 3 on the list The Best Movies About Getting Dumped
Eternal Sunshine of the Spotless Mind 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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The Wedding Singer is listed (or ranked) 4 on the list The Best Movies About Getting Dumped
The Wedding Singer 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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Legally Blonde is listed (or ranked) 5 on the list The Best Movies About Getting Dumped
Legally Blonde Reese Witherspoon, Raquel Welch, Ali Larter Legally Blonde is a 2001 American comedy film directed by Robert Luketic, written by Karen McCullah Lutz and Kirsten Smith, and produced by Marc E. Platt. It is based on the novel Legally Blonde ...more

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High Fidelity is listed (or ranked) 6 on the list The Best Movies About Getting Dumped
High Fidelity 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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Casablanca is listed (or ranked) 7 on the list The Best Movies About Getting Dumped
Casablanca 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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Bridget Jones's Diary is listed (or ranked) 8 on the list The Best Movies About Getting Dumped
Bridget Jones's Diary 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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Along Came Polly is listed (or ranked) 9 on the list The Best Movies About Getting Dumped
Along Came Polly 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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The First Wives Club is listed (or ranked) 10 on the list The Best Movies About Getting Dumped
The First Wives Club 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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Better Off Dead is listed (or ranked) 11 on the list The Best Movies About Getting Dumped
Better Off Dead John Cusack, E.G. Daily, David Ogden Stiers Better Off Dead 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 who is ...more

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Chasing Amy is listed (or ranked) 12 on the list The Best Movies About Getting Dumped
Chasing Amy 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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Siersha 2 added My Best Friend's Wedding Cameron Diaz, Julia Roberts, Paul Giamatti My Best Friend's Wedding is a 1997 American romantic comedy film directed by P.J. Hogan, starring Julia Roberts, Dermot Mulroney, Cameron Diaz, Rupert Everett, Philip Bosco, M. Emmet Walsh, ...more

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Bad Moms is listed (or ranked) 14 on the list The Best Movies About Getting Dumped
Siersha 2 added Bad Moms Mila Kunis, Kristen Bell, Kathryn Hahn Bad Moms is a 2016 American comedy film directed and written by Jon Lucas and Scott Moore.

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The War of the Roses is listed (or ranked) 15 on the list The Best Movies About Getting Dumped
The War of the Roses Kathleen Turner, Danny DeVito, Michael Douglas The War of the Roses is a 1989 American black comedy film based upon the 1981 novel The War of the Roses by Warren Adler. The film follows a wealthy couple with a seemingly perfect marriage. ...more

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Under the Tuscan Sun is listed (or ranked) 16 on the list The Best Movies About Getting Dumped
Under the Tuscan Sun 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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Swingers is listed (or ranked) 17 on the list The Best Movies About Getting Dumped
Swingers Heather Graham, Vince Vaughn, Jon Favreau filmography Watch for Free with Amazon Prime Free Trial Swingers is a 1996 comedy-drama film about the lives of single, unemployed actors living on the 'eastside' of Hollywood, California during the 1990s swing revival. Written by Jon Favreau and ...more

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John Tucker Must Die is listed (or ranked) 18 on the list The Best Movies About Getting Dumped
John Tucker Must Die Jenny McCarthy, Sophia Bush, Brittany Snow John Tucker Must Die 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 ...more

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Siersha 2 added Fatal Attraction Glenn Close, Michael Douglas, Jane Krakowski Fatal Attraction is a 1987 American psychological thriller film directed by Adrian Lyne and starring Michael Douglas, Glenn Close, and Anne Archer. The film centers on a married Manhattan man ...more

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

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Siersha 2 added Gone with the Wind 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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The Way We Were is listed (or ranked) 22 on the list The Best Movies About Getting Dumped
The Way We Were 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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but chickens double d added Mallrats Ben Affleck, Shannen Doherty, Claire Forlani Mallrats is a 1995 American romantic comedy film written and directed by Kevin Smith. It is the second film in the View Askewniverse series and prequel to 1994's Clerks. As in the other View ...more

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Siersha 2 added Little Miss Sunshine 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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Bridesmaids is listed (or ranked) 25 on the list The Best Movies About Getting Dumped
Siersha 2 added Bridesmaids Rose Byrne, Jon Hamm, Kristen Wiig Bridesmaids is a 2011 American romantic comedy film directed by Paul Feig, written by Annie Mumolo and Kristen Wiig, and produced by Judd Apatow, Barry Mendel, and Clayton Townsend. The plot ...more

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Siersha 2 added The Vow Rachel McAdams, Channing Tatum, Jessica Lange The Vow is a 2012 romantic drama film directed by Michael Sucsy, starring Channing Tatum and Rachel McAdams. The film is inspired by the true story of Kim and Krickitt Carpenter. The Vow was a ...more

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Tom Islava added The Odd Couple Jack Lemmon, Walter Matthau, Herb Edelman The Odd Couple is a 1968 American black comedy film written by Neil Simon, based on his play The Odd Couple, directed by Gene Saks, and starring Jack Lemmon and Walter Matthau. It is the story ...more

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Siersha 2 added Mona Lisa Smile Julia Roberts, Kirsten Dunst, Maggie Gyllenhaal

Societal norms for women and love (breakup, divorce, singlehood, old maids, careers, affairs, philarndering...  It's all up for review in this mid-century setting at the finest women's college. Dunst is incredible.

Mona Lisa Smile is a 2003 drama film produced by Revolution Studios and Columbia Pictures in association with Red Om Films Productions, directed by Mike Newell, written by Lawrence Konner and ...more

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Siersha 2 added Can't Buy Me Love Paula Abdul, Patrick Dempsey, Seth Green

An 80's teen film that gives a learning curve to love and popularity.

Can't Buy Me Love is a 1987 teen comedy feature film starring Patrick Dempsey and Amanda Peterson in a story about a nerd at a high school in Tucson, Arizona who gives a cheerleader $1,000 to ...more

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Siersha 2 added The Reader Kate Winslet, Ralph Fiennes, Lena Olin

An inappropriate underage relationship in an ex-Nazi concentration camp officer's arms makes for a lifelong awakening about various facets of love, education and redemption.

The Reader is a 2008 German-American romantic drama film based on the 1995 German novel of the same name by Bernhard Schlink. The film was written by David Hare and directed by Stephen Daldry. ...more

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Siersha 2 added Silver Linings Playbook 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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Siersha 2 added Overboard 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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Siersha 2 added The Graduate Dustin Hoffman, Anne Bancroft, Richard Dreyfuss

A loafing young graduate is lured in by an older woman.  When he falls for her daughter he has to take drastic steps.  An absolute classic, soundtrack by Simon & Garfunkel.

The Graduate is a 1967 American comedy-drama film directed by Mike Nichols. It is based on the 1963 novel The Graduate by Charles Webb, who wrote it shortly after graduating from Williams ...more

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The Break-Up is listed (or ranked) 34 on the list The Best Movies About Getting Dumped
The Break-Up Jennifer Aniston, Ann-Margret, Vince Vaughn The Break-Up is a 2006 American romantic comedy film directed by Peyton Reed, starring Jennifer Aniston and Vince Vaughn. It was written by Jay Lavender and Jeremy Garelick and produced by ...more

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Annie Hall is listed (or ranked) 35 on the list The Best Movies About Getting Dumped
Annie Hall Woody Allen, Sigourney Weaver, Christopher Walken Annie Hall is a 1977 American romantic comedy directed by Woody Allen from a screenplay he co-wrote with Marshall Brickman. Produced by Allen's manager, Charles H. Joffe, the film stars Allen as ...more

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Siersha 2 added Heathers 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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Siersha 2 added Closer Natalie Portman, Julia Roberts, Jude Law

A smokin' hot cast, savvy script, and moving soundtrack by Damian Rice.

Closer is a 2004 romantic drama film written by Patrick Marber, based on his award-winning 1997 play of the same name. The movie was produced and directed by Mike Nichols and stars Julia ...more

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Siersha 2 added The Beguiled Colin Farrell, Nicole Kidman, Kirsten Dunst

Woe to the man who has to meet the needs of too many women.  Woe to the man who can't choose just one of them and stay out of trouble.  A lovely, fresh reboot of the original 1960's film.

The Beguiled is a 2017 American drama film written and directed by Sofia Coppola, based on the novel The Beguiled (originally published as A Painted Devil) by Thomas P. Cullinan. During the ...more

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Siersha 2 added The Family Stone Rachel McAdams, Sarah Jessica Parker, Claire Danes

Visiting future in-laws at Christmas is a relationship-killer.

The Family Stone is a 2005 American comedy-drama film written and directed by Thomas Bezucha. Produced by Michael London and distributed by 20th Century Fox, it stars an ensemble cast, including ...more

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Siersha 2 added She-Devil Meryl Streep, Roseanne Barr, Linda Hunt

The very best.  Rosanne Barr dishes out some hilariously creative payback against her ex and his lover (a tawdry romance novelist played by Meryl Streep).

She-Devil is a 1989 American dark comedy film directed by Susan Seidelman and written by Barry Strugatz and Mark R. Burns. It stars Meryl Streep, Ed Begley, Jr. and Roseanne Barr in her film ...more

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Siersha 2 added How Stella Got Her Groove Back Whoopi Goldberg, Angela Bassett, Danny Glover

What a cast.

How Stella Got Her Groove Back is a 1998 romantic comedy film directed by Kevin Rodney Sullivan, adapted from Terry McMillan's bestselling novel of the same title. The film stars Angela Bassett, ...more

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Siersha 2 added The Beguiled Clint Eastwood, Geraldine Page, Pamelyn Ferdin

Clint Eastwood gets what's coming....

The Beguiled is a 1971 American drama film directed by Don Siegel, starring Clint Eastwood and Geraldine Page. The script was written by Albert Maltz and is based on the 1966 Southern Gothic ...more

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Siersha 2 added Foul Play Goldie Hawn, Chevy Chase, Dudley Moore

The theme song is Barry Manilow's "Ready to Take a Chance Again" and Goldie Hawn & Chevy Chase encounter each other again and again during this adorable attempted assassination thriller.

Foul Play is a 1978 American comic mystery/thriller film written and directed by Colin Higgins, and starring Goldie Hawn, Chevy Chase, Dudley Moore, Burgess Meredith, Eugene Roche, Rachel ...more

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Siersha 2 added Yentl Barbra Streisand, Mandy Patinkin, Amy Irving

Passion for life and learning may not always line up with passion for another person who loves a "perfect" somebody else and thinks you are just one of the guys.  A crazy love triangle with positive outcomes.

Yentl is a 1983 romantic musical drama film from United Artists, and directed, co-written, co-produced, and starring Barbra Streisand based on the play of the same name by Leah Napolin and Isaac ...more

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Brian Owen added The Last American Virgin Diane Franklin, Steve Antin, Louisa Moritz The Last American Virgin is a 1982 American coming-of-age film, a remake of the Israeli film Eskimo Limon. After the success of the original and several sequels, writer/director Boaz Davidson ...more

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Siersha 2 added She's The One Jennifer Aniston, Cameron Diaz, Amanda Peet

A man and his 2 sons learn a lot of love lessons from and with several women in their lives.  The original soundtrack is rockin' awesome and written/played for the movie by Tom Petty and the Heartbreakers.

She's the One is a 1996 comedy-drama film, and the second feature film to be written and directed by New York actor and director Edward Burns. It stars Jennifer Aniston and Cameron Diaz, and is ...more

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Siersha 2 added Miss Pettigrew Lives for a Day Amy Adams, Mark Strong, Frances McDormand

Recently homeless Ms Pettigrew (Frances McDormand) "nannies" her new ingenue-wannabe adorable employer (Amy Adams) through various love matters, while meeting the recently unattached Ciaran Hinds.

Miss Pettigrew Lives for a Day is a 2008 romantic comedy film directed by Bharat Nalluri. The screenplay by David Magee and Simon Beaufoy is based on the 1938 novel of the same name by Winifred ...more

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Siersha 2 added The Holiday 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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Siersha 2 added Lars and the Real Girl Ryan Gosling, Emily Mortimer, Patricia Clarkson Lars and the Real Girl is a 2007 American-Canadian comedy-drama film written by Nancy Oliver and directed by Craig Gillespie. It stars Ryan Gosling, Emily Mortimer, Paul Schneider, Kelli Garner ...more

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Heartburn is listed (or ranked) 50 on the list The Best Movies About Getting Dumped
Heartburn Jack Nicholson, Meryl Streep, Kevin Spacey Heartburn is a 1986 American comedy-drama film directed by Mike Nichols and starring Meryl Streep, Jack Nicholson, Stockard Channing, Jeff Daniels and Miloš Forman. The screenplay by Nora Ephron ...more