# What is the best romantic comedy of all time?

> From sharp-witted New York banter to feel-good British charm, these rom-coms have defined what falling in love on screen looks like. Which gets your heart?

*By YPB Team · Published June 1, 2026 · https://youpick.best/ranking/what-is-the-best-romantic-comedy-of-all-time*

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## Current results (no votes yet)

1. **When Harry Met Sally**
   Rob Reiner's 1989 witty Nora Ephron-scripted classic exploring whether men and women can truly be just friends.
2. **Annie Hall**
   Woody Allen's 1977 Oscar-winning landmark that reinvented the romantic comedy with meta-narrative structure and deadpan wit.
3. **Notting Hill**
   Roger Michell's 1999 charming British rom-com about a London bookshop owner who falls for a global movie star.
4. **Pretty Woman**
   Garry Marshall's 1990 modern Cinderella story starring Richard Gere and Julia Roberts that became a defining rom-com of its era.
5. **Four Weddings and a Funeral**
   Mike Newell's 1994 British charmer following a commitment-phobic man who keeps falling for the same American woman at social events.
6. **Clueless**
   Amy Heckerling's 1995 sharp and affectionate Jane Austen adaptation set in Beverly Hills high school culture.
7. **10 Things I Hate About You**
   Gil Junger's 1999 witty Shakespeare Taming of the Shrew update set in a modern high school with a sharp feminist edge.
8. **Sleepless in Seattle**
   Nora Ephron's 1993 feel-good romance built around longing, radio confessions, and fate across a continent.
9. **Hitch**
   Andy Tennant's 2005 slick romantic comedy with Will Smith as a professional "date doctor" who meets his match.
10. **Crazy, Stupid, Love**
   Glenn Ficarra and John Requa's 2011 warm ensemble rom-com weaving multiple love stories through comedy and heartbreak.
11. **Bridget Jones's Diary**
   Sharon Maguire's 2001 British favorite following a lovable thirty-something navigating career and two very different suitors.
12. **My Best Friend's Wedding**
   P.J. Hogan's 1997 subversive rom-com about a woman trying to sabotage her best friend's wedding when she realizes she loves him.
13. **The Philadelphia Story**
   George Cukor's 1940 screwball classic featuring Katharine Hepburn, Cary Grant, and James Stewart in a battle of wit and love.
14. **Roman Holiday**
   William Wyler's 1953 enchanting story of a princess escaping royal duties for a day of adventure with an American journalist in Rome.
15. **La La Land**
   Damien Chazelle's 2016 bittersweet musical romance following an actress and a jazz musician chasing dreams in Los Angeles.

Tags: movies, romance, comedy, classics, all-time