--- title: "The Best Breakup Movies of All Time for Girls Who Love a Good Cry ..." description: "Kramer Vs. Kramer; The Way We Were; Breaking Upwards; Eternal Sunshine of the Spotless Mind; (500) Days of Summer; More ..." url: "https://movies.allwomenstalk.com/the-best-breakup-movies-of-all-time-for-girls-who-love-a-good-cry/" category: "movies" last_updated: "2026-06-02" --- # The Best Breakup Movies of All Time for Girls Who Love a Good Cry ... There are some awesome movies that you should definitely not watch after a breakup. These are movies about breakups. Watching them will only accentuate your feelings of sadness, help you relive every excruciating moment of your own breakup and plunge you into deeper despair. I think the best breakup movies are best watched during happy times when you can truly appreciate the joys of your own relationships. ## 1. Kramer Vs. Kramer Meryl Streep and Dustin Hoffman bring all the feels in this emotional story about a couple fighting for custody of their young son. ## 2. The Way We Were Heart-wrenching! This Robert Redford/Barbara Streisand movie features one of the most romantic (and sad) gestures of all time. ## 3. Breaking Upwards A great indie comedy about a pair of Brooklyn natives who try to bring strategy to their breakup by arranging an open relationship. ## 4. Eternal Sunshine of the Spotless Mind One of the most complex and interesting movies about romances and break ups you are ever likely to see, a real head-trip! ## 5. (500) Days of Summer Sometimes regarded as a modern indie classic, (500) Days of Summer is certainly the hipster’s break up movie of choice! ## 6. Forgetting Sarah Marshall A fun romp about a man who tries to get over his girlfriend by going on vacation, only to discover that she is also there with her new rock star boyfriend! ## 7. Gilda The Golden Age of Hollywood to the fore in this tale of an impossible breakup and one of the best ever movies acts of revenge. ## 8. Heartburn Written by Nora Ephron and starring Meryl Streep, this movie tells the true story of when Ephron’s husband cheated on her when she was pregnant with their second child. ## 9. High Fidelity The Americanized version of Nick Hornby’s great novel provides the audience with a quirky look back at all of John Cusack’s previous failed relationships. ## 10. Rid of Me A really emotional and bizarre movie that depicts a broken marriage and how it can take a toll on somebody who is already rather unstable. ## 11. She-Devil This one will have you crying tears of laughter! A guilty pleasure comedy about a wife who gets revenge after her husband runs off with a younger beauty. ## 12. Sliding Doors A 90s hit starring Gwyneth Paltrow about a woman who catches the subway just in time to find her partner sleep with another woman. Or does she? ## 13. The Squid and the Whale An autobiographical movie from Noah Baumbach that details his and his brother’s feelings about their parents’ divorce in the 1980s. ## 14. The Upside of Anger Joan Allen shines in this movie about a woman who has to come to terms with the fact that her husband has disappeared from the family unit. ## 15. The War of the Roses A memorable movie starring Kathleen Turner and Michael Douglas as a couple who, let’s just say, don’t take their impending divorce too well! ## 16. Wuthering Heights One of the classic tales of a doomed relationship, inspired by the amazing novel by Emily Bronte. ## 17. Splendor in the Grass Natalie Wood shines as a young Texas girl who falls for one of the richest guys in town, for it only to lead to heartbreak. ## 18. Legally Blonde Sure, Elle Woods has to go through a tough breakup at the start of the movie, but she uses it as motivation to achieve her goals! ## 19. The End of the Affair Some people prefer the 1950s original, but this version starring Julianne Moore is by far my favorite retelling of The End of the Affair. ## 20. Moonstruck Both Cher and Nicholas Cage have gone through some harsh breakups in their time, and that’s what makes their unlikely union even better to watch. ## 21. Blue Valentine A really gritty and raw modern movie that charts the rise and fall of a seemingly in love couple. ## 22. Better off Dead John Cusack so totally captures the angst of a teenage break up. This cult movie is quirky and funny and make you glad you’re past [high school relationships](https://teen.allwomenstalk.com/cold-hard-truths-about-high-school-relationships/). ## 23. Gone with the Wind Maybe the ultimate breakup movie of all time? I mean come on, who hasn’t wanted to end a toxic relationship with the words “frankly my dear, I don’t give a damn!” ## 24. Bridget Jones’s Diary There is a little bit of Bridget Jones in all of us, and seeing her be unlucky in love for most of the movie definitely feels familiar! Sometimes you have to kiss a frog before you find your prince. Exit Daniel Cleaver. Enter Mark Darcy. ## 25. Heathers A lesson in how to get rid of your psycho boyfriend AND your toxic friends. Freedom! ## Related Posts - [classic 90s movies](https://movies.allwomenstalk.com/things-we-can-learn-from-classic-90s-films/) - [movies about shopping](https://movies.allwomenstalk.com/the-best-ever-shopping-scenes-in-the-movies-every-shopaholic-will-love/) - [boring movies on netflix](https://movies.allwomenstalk.com/movies-on-netflix-for-girls-who-are-bored-with-mainstream/) - [kid romance movies](https://movies.allwomenstalk.com/movies-to-watch-with-your-boyfriend-if-youre-kids-at-heart/) - [spicy movues](https://movies.allwomenstalk.com/movies-that-will-get-you-and-your-partner-all-steamed-up/) - [most common favorite movie](https://movies.allwomenstalk.com/the-most-common-movie-misquotes/) - [best mother movies](https://movies.allwomenstalk.com/movies-you-should-watch-with-your-mama-on-mothers-day/) - [movies ya](https://movies.allwomenstalk.com/amazing-movies-based-on-ya-novels-for-teen-girls/) - [baddie pick up lines](https://movies.allwomenstalk.com/the-best-pickup-lines-in-the-movies/) - [mrs doubtfire sweeping gif](https://movies.allwomenstalk.com/if-youre-feeling-sad-these-movies-will-lift-your-spirits/) - [10 Best Chick Flicks of All Time ...](https://movies.allwomenstalk.com/10-best-chick-flicks-of-all-time/) - [7 Best Movies for a Girls Night in ...](https://movies.allwomenstalk.com/7-best-movies-for-a-girls-night-in/) ## Site Information - [Main page](https://allwomenstalk.com) - [Contact us](https://allwomenstalk.com/contact.html) - [HTML article](https://movies.allwomenstalk.com/the-best-breakup-movies-of-all-time-for-girls-who-love-a-good-cry/)