20 Best Rom-Coms Of All Time
20. Pretty Woman (1990)
Can a rom-com be hard-hitting and a fairytale? Julia Roberts and Richard Gere say yes. Roberts plays Vivian, a sex worker with a sharp wit and a kind heart, who meets Edward, a wealthy businessman just craving some company. What begins as a transactional relationship turns into something much more tender and transformative. The film was originally written as a gritty drama, but we’re glad it got the Hollywood happily-ever-after treatment.
19. Moonstruck (1987)
Cher and Nicolas Cage have electric chemistry in this tale of forbidden love, full moons, and complicated family ties. Yeah, maybe it was a recipe for disaster, but the rom-com works. ‘Moonstruck’ is absolutely dramatic, operatic, and totally delicious.
18. Crazy, Stupid, Love (2011)
You come for Ryan Gosling’s abs, but stay for the chaos of human connection. Gosling’s suave playboy mentors Steve Carell’s awkward divorcé, while secretly falling for Emma Stone’s no-nonsense lawyer. 'Crazy, Stupid, Love' is charming, tangled, and unexpectedly profound.
17. 50 First Dates (2004)
What if you had to win your soulmate's heart every single day? Adam Sandler and Drew Barrymore make that idea feel less like a gimmick and more like a vow. It’s quirky, yes, but oh-so sweet and dreamy.
16. My Big Fat Greek Wedding (2002)
This movie is a love letter to big, messy, beautiful families. Nia Vardalos and John Corbett are magnetic as Toula and Ian, two lovers caught between cultures. Bonus: Windex jokes that still land decades later.
15. Crazy Rich Asians (2018)
The first Hollywood rom-com in 25 years with an all-Asian cast. This film was a cultural moment and a visual feast. But at its heart, ‘Crazy Rich Asians’ is just about a girl who wants to be loved and a guy learning how to stand up to his family for the girl who has won his affection.
14. Red, White & Royal Blue (2023)
A modern fairytale where the Prince of England and the First Son of the U.S. fall in love. Politics, passion, and some swoon-worthy exchanges ensue. This is the kind of queer rom-com the world had been waiting for.
13. How to Lose a Guy in 10 Days (2003)
She’s writing a breakup article. He’s betting he can make any woman fall in love. Sparks fly, games get messy, and somewhere in the chaos, they fall for the real versions of each other. Also, that yellow dress? A fashion revolution.
12. Love Actually (2003)
Nine intertwined love stories, one unforgettable Christmas. From Hugh Grant’s dancing Prime Minister to Emma Thompson’s heart-wrenching discovery, this film somehow captures all the faces of love.
11. Four Weddings and a Funeral (1994)
Hugh Grant, peak floppy hair, stutters his way through four weddings and yes, one funeral. He falls hard for Andie MacDowell in the process. British awkwardness meets big love gestures. This rom-com is poetry in motion.
10. The Big Sick (2017)
Based on Kumail Nanjiani’s real-life love story, this film shows how love can grow in unexpected places. Would you believe in that power even while someone is in a coma? The movie is funny, heartbreaking, and incredibly real.
9. My Best Friend’s Wedding (1997)
Julia Roberts again—but this time, she’s the villain we root for. She’s in love with her best friend... and ready to sabotage his wedding. 'My Best Friend’s Wedding' is all shades of messy, truthful, and memorable. Also, the karaoke scene? That's one for the ages.
8. Sleepless in Seattle (1993)
In ‘Sleepless in Seattle,’ we witness strangers falling in love via late-night radio. The turn of events then leads to a fateful meeting at the top of the Empire State Building. Meg Ryan and Tom Hanks don’t share much screen time, and yet, their chemistry lights up the sky.
7. Roman Holiday (1953)
'Roman Holiday' got Audrey Hepburn as a runaway princess and Gregory Peck as a journalist torn between love and a scoop. Rome is the third lead in this timeless cinematic masterpiece. Need we say more? This black-and-white classic oozes charm and bittersweet romance.
6. Bridget Jones’s Diary (2001)
Bridget is a hot mess and that’s why we love her. Renée Zellweger makes vulnerability hilarious and touching as she navigates work, weight, love triangles, and self-worth. Mark Darcy, you had us at “just as you are.”
5. 10 Things I Hate About You (1999)
A Shakespearean adaptation in high school form, featuring Heath Ledger’s charm and Julia Stiles’ sarcasm. '10 Things I Hate About You' is funny, modern, and heartbreakingly sweet. And that singing-on-the-bleachers scene? Still gives us goosebumps.
4. You've Got Mail (1998)
This is love in the age of dial-up. Tom Hanks and Meg Ryan fall for each other over email while competing as bookstore rivals in real life. The rom-com is witty, adorable, and a time capsule of classic ’90s charm.
3. Clueless (1995)
As if we’d forget this gem! Alicia Silverstone is Cher, a Beverly Hills teen who plays matchmaker, makeover artist, and eventually, her own Cupid. The film has got everything—fashion, feminism, and Paul Rudd. What more could a girl want?
2. Notting Hill (1999)
"I'm just a girl, standing in front of a boy..." You know the line. Hugh Grant and Julia Roberts craft a love story that proves even the world’s most famous movie star can fall for a humble bookstore owner. Pure magic.
1. When Harry Met Sally (1989)
‘When Harry Met Sally’ is the film that set the rom-com blueprint. Can men and women be just friends? Billy Crystal and Meg Ryan spend over a decade trying to answer that question—through dinners, heartbreaks, New Year’s Eves, and one iconic deli scene. Nora Ephron’s script sings, and so does our heart.
