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The Best Movies About Getting Dumped 

Ann Casano
Updated September 21, 2019 2.2k votes 372 voters 22.9k 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.

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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

Released: 2009

Directed by: Marc Webb

(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

Released: 2008

Directed by: Nicholas Stoller

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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3
The Wedding Singer is listed (or ranked) 3 on the list The Best Movies About Getting Dumped
Drew Barrymore, Adam Sandler, Steve Buscemi

Released: 1998

Directed by: Frank Coraci

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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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

Released: 2004

Directed by: Michel Gondry

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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5
Legally Blonde is listed (or ranked) 5 on the list The Best Movies About Getting Dumped
Reese Witherspoon, Luke Wilson, Selma Blair

Released: 2001

Directed by: Robert Luketic

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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6
High Fidelity is listed (or ranked) 6 on the list The Best Movies About Getting Dumped
Catherine Zeta-Jones, Bruce Springsteen, Jack Black

Released: 2000

Directed by: Stephen Frears

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

Released: 1942

Directed by: Michael Curtiz

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

Released: 1996

Directed by: Hugh Wilson

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

Released: 2001

Directed by: Sharon Maguire

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

Released: 2004

Directed by: John Hamburg

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
Better Off Dead is listed (or ranked) 11 on the list The Best Movies About Getting Dumped
John Cusack, E.G. Daily, David Ogden Stiers

Released: 1985

Directed by: Savage Steve Holland

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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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

Released: 1989

Directed by: Danny DeVito, Thomas Lofaro

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

Released: 1987

Directed by: Garry Marshall

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.

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14
Chasing Amy is listed (or ranked) 14 on the list The Best Movies About Getting Dumped
Ben Affleck, Matt Damon, Kevin Smith

Released: 1997

Directed by: 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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15
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Siersha 2 added Clark Gable, Vivien Leigh, Olivia de Havilland

Released: 1939

Directed by: Sam Wood, George Cukor, Victor Fleming

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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16
The Break-Up is listed (or ranked) 16 on the list The Best Movies About Getting Dumped
Vince Vaughn, Jennifer Aniston, Ann-Margret

Released: 2006

Directed by: Peyton Reed

The Break-Up is a 2006 American romantic comedy-drama film directed by Peyton Reed. In a bid to keep their luxurious condo from their significant other, a newly broken up couple (Vince Vaughn ...more

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17
Under the Tuscan Sun is listed (or ranked) 17 on the list The Best Movies About Getting Dumped
Diane Lane, Sandra Oh, Kate Walsh

Released: 2003

Directed by: Audrey Wells

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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18
The Way We Were is listed (or ranked) 18 on the list The Best Movies About Getting Dumped
Barbra Streisand, Robert Redford, James Woods

Released: 1973

Directed by: Sydney Pollack

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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19
Bad Moms is listed (or ranked) 19 on the list The Best Movies About Getting Dumped
Siersha 2 added Mila Kunis, Kristen Bell, Kathryn Hahn

Released: 2016

Directed by: Jon Lucas, Scott Moore

Bad Moms is a 2016 American comedy film directed by Jon Lucas and Scott Moore. When three overworked and under-appreciated moms (Mila Kunis, Kristen Bell, and Kathryn Hahn) are pushed beyond ...more
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

Released: 2006

Directed by: Betty Thomas

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
Swingers is listed (or ranked) 21 on the list The Best Movies About Getting Dumped
Heather Graham, Vince Vaughn, Jon Favreau filmography

Released: 1996

Directed by: Doug Liman

Watch for Free with Amazon Prime Free Trial This film 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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22
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Released: 1997

Directed by: P. J. Hogan

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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Released: 1991

Directed by: Ridley Scott

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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Siersha 2 added Winona Ryder, Shannen Doherty, Christian Slater

Released: 1988

Directed by: Michael Lehmann

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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Released: 2006

Directed by: Valerie Faris, Jonathan Dayton

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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