Add these Breakup Movies to Your Watchlist

Romance may be in the air, but this list is for Valentine’s Day cynics.

Grab some popcorn and, in the spirit of Miley Cyrus, buy yourself flowers for a movie night featuring break-up flicks. Read on for movie marathon inspiration.

Breakup Movies to Add to Your Watchlist

500 Days of Summer

When Marc Webb’s cult-favorite romantic comedy 500 Days of Summer came out in 2009, it brought a fresh spin to the often cliched genre. As the opening narration recounts: “This is a story of boy meets girl, but you should know upfront, this is not a love story.”

Starring Joseph Gordon-Levitt and Zooey Deschanel, the indie darling follows Tom and Summer, who meet while working together at a greeting card company. While Tom falls fast, Summer wants different things in life and love.

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Marriage Story

Charlie and Nicole are divorcing, a decision that unfolds from coast to coast. Noah Baumbach’s Oscar-nominated 2019 film stars Adam Driver and Scarlett Johansson as a couple facing a nasty split and custody battle over their son. Marriage Story may not get you in the mood for romance, but its stunning performances make it a must-watch.

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The Big Sick

The Big Sick ultimately has a happy ending for Kumail and Emily, but not before the couple split. Based on the comic Kumail Nanjiani’s real relationship with now-wife Emily Gordon, the movie follows Kumail, a Pakistan-born immigrant, grappling with his conservative family wanting him to have an arranged marriage to a Pakistani woman. This all comes to a head when he meets Emily, who later falls ill. Equally funny and sweet, The Big Sick is a perfect film for any Valentine’s Day binge, no matter your relationship status.

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Eternal Sunshine of the Spotless Mind

If you were given the chance to erase the memories from a past relationship, would you? That’s the premise of 2004’s Michel Gondry flick, which smoothly blends sci-fi and romance. The star-studded cast includes Jim Carey, Kate Winslet, Kristen Dunst, Elijah Wood and Mark Ruffalo.

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Birds of Prey

Iconic (and chaotic) villain Harley Quinn splits with the Joker and soon finds herself with a target on her back. Quinn soon joins forces with three heroines: Black Canary, Huntress and Renee Montoya. Together, they try to save a young girl from an evil crime lord. Packed with action, humor and explosions, Birds of Prey is a break-up delight. Turns out Harley Quinn never needed the Joker. But her love for bodega egg sandwiches? Undying.

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The Break-Up

You can’t write a break-up movie list without including The Break-Up. Starring Vince Vaughn and Jennifer Aniston as Brooke and Gary, the flick unravels when the couple calls it quits. The catch? Neither one wants to move out of their shared condo. Antics ensue!

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Celeste and Jesse Forever

High school sweethearts Celeste and Jesse got married and now they’re getting divorced. Others say couples can’t remain friends after breaking up but the duo set out to prove naysayers wrong. Starring Rashida Jones and Andy Samberg, you’ll want to grab a box of tissues for this one.

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Legally Blonde

Elle Woods is an icon. When she gets dumped by politician wannabee and Harvard-bound Warner for being too unserious (and too blonde), Elle decides she can win him back by achieving the same thing. Not only is she accepted into Harvard Law School, but she takes the ivy league by storm, all while wearing heels, staying true to herself, toting around her adorable chihuahua and wearing a lot of pink. What, like it’s hard? Legally Blonde is the definition of a feel-good movie.

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Thank you to everyone who attended Hadley Vlahos' discussion of her memoir "The In-Between" last Friday. It was a meaningful, moving and impactful talk! ... See MoreSee Less

2 days ago
Thank you to everyone who attended Hadley Vlahos discussion of her memoir The In-Between last Friday. It was a meaningful,  moving and impactful talk!