Romance The Best Movies About Breakups  

Ranker Film
3.3k votes 429 voters 16.8k views 33 items

List Rules Films about break ups, divorces, and even splits between friends

There’s almost nothing that will make you feel better about being dumped or being, well single than watching a great movie about breaking up. Let’s face it – some of the movies on this list are great, but won’t go down in history as being the best of all time; others have actually become classics in the film industry. In any case, they're all about characters going through a break up.

The movies that are featured on this list span multiple genres – some are inspiring, some are completely dramatic, others are emotionally devastating, and the rest are comedies (though some are funnier than others).

This list has the best movies about breakups, including: Breaking Upwards, Annie Hall, Kramer Vs. Kramer, Eternal Sunshine of the Spotless Mind, Sliding Doors, Great Expectations, and High Fidelity.

Vote up your favorite movie below, vote down the film you wish you could break up with, or add a favorite that isn't already on the list.
list ordered by
1
209 52
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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
2
182 82
The Wedding Singer is listed (or ranked) 2 on the list The Best Movies About Breakups
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
3
146 62
Eternal Sunshine of the Spotle... is listed (or ranked) 3 on the list The Best Movies About Breakups
Kate Winslet, Kirsten Dunst, Jim Carrey
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
4
125 76
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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
5
119 72
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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
6
87 58
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Ben Affleck, Matt Damon, Kevin Smith
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
7
92 69
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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
8
70 50
The Breaker Upperers is listed (or ranked) 8 on the list The Best Movies About Breakups
Madeleine Sami, Jackie van Beek, James Rolleston
The Breaker Upperers is a 2018 New Zealand romantic-comedy film that was written, directed and starring Madeleine Sami and Jackie van Beek. Two women, Mel (Madeleine Sami) and Jen (Jackie van ...more
9
70 52
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Meryl Streep, Dustin Hoffman, JoBeth Williams
Kramer vs. Kramer is a 1979 American drama film adapted by Robert Benton from the novel by Avery Corman, and directed by Benton. The film tells the story of a married couple's divorce and its ...more
10
70 60
High Fidelity is listed (or ranked) 10 on the list The Best Movies About Breakups
Catherine Zeta-Jones, Bruce Springsteen, Jack Black
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
11
18 7
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Tom Islava added 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
12
52 65
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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
13
48 65
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Heather Graham, Vince Vaughn, Jon Favreau filmography
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
14
45 67
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Natalie Portman, Julia Roberts, Jude Law
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
15
45 68
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Meryl Streep, Roseanne Barr, Linda Hunt
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
16
40 61
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Laurence Olivier, David Niven, Merle Oberon
Wuthering Heights is a 1939 American black-and-white film directed by William Wyler and produced by Samuel Goldwyn. It is based on the novel, Wuthering Heights by Emily Brontë. The film ...more
17
38 66
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Barbra Streisand, Robert Redford, James Woods
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
18
0 1
Paris Is Us is listed (or ranked) 18 on the list The Best Movies About Breakups
Noémie Schmidt, Grégoire Isvarine, Marie Mottet
Paris Is Us is a 2019 French drama feature film directed by Elisabeth Vogler. After surviving a plane crash, Anna moves further away from reality and the present as she is taken in the vertigo ...more
19
31 58
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Michelle Pfeiffer, Bruce Willis, Betty White
The Story of Us is a 1999 American romantic comedy drama film directed by Rob Reiner, and starring Bruce Willis and Michelle Pfeiffer as a couple married for 15 years. The depiction of the ...more
20
6 13
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Tom Islava added Rachel McAdams, Marion Cotillard, Tom Hiddleston
Midnight in Paris is an American 2011 romantic comedy fantasy film written and directed by Woody Allen. Set in Paris, the film follows Gil Pender, a screenwriter, who is forced to confront the ...more
21
32 64
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Gwyneth Paltrow, Robert De Niro, Ethan Hawke
Great Expectations is a 1998 contemporary film adaptation of the Charles Dickens novel of the same name, co-written and directed by Alfonso Cuarón and starring Ethan Hawke, Gwyneth ...more
22
22 55
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Evan Rachel Wood, Kevin Costner, Keri Russell
The Upside of Anger is a 2005 American romantic comedy and drama film written and directed by Mike Binder and set in Bloomfield Hills, Michigan. It stars Joan Allen, Kevin Costner and Evan ...more
23
27 67
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Gwyneth Paltrow, Jeanne Tripplehorn, John Hannah
Sliding Doors is a 1998 British-American romantic comedy-drama film written and directed by Peter Howitt and starring Gwyneth Paltrow and John Hannah, while also featuring John Lynch, Jeanne ...more
24
23 60
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Jack Nicholson, John Cusack, Holly Hunter
Broadcast News is a 1987 romantic comedy-drama film written, produced and directed by James L. Brooks. The film concerns a virtuoso television news producer, who has daily emotional breakdowns, ...more
25
3 15
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Anjelica Pappin added Cate Blanchett, Alec Baldwin, Louis C.K.
Blue Jasmine is a 2013 American dark comedy-drama film written and directed by Woody Allen. It tells the story of a rich Manhattan socialite who falls into hard times and has to move in to her ...more