Best Rom-Coms of All Time

A collection of heartwarming and hilarious romantic comedies that have stood the test of time.

When Harry Met Sally (1989)

The classic that redefined romantic comedy, When Harry Met Sally follows the evolving relationship between two friends who question whether men and women can truly be friends without romantic involvement. Billy Crystal and Meg Ryan's chemistry is undeniable, making this film a timeless favorite.

When Harry Met Sally

Film Info

  • Director: Rob Reiner
  • Starring: Billy Crystal, Meg Ryan, Carrie Fisher
  • Studio: Castle Rock Entertainment
  • Budget: $16 million
  • Box Office: $93 million

Notting Hill (1999)

Notting Hill brings together an unlikely couple: a famous Hollywood star and a humble British bookstore owner. This charming tale, with standout performances from Julia Roberts and Hugh Grant, has become a quintessential romantic comedy.

Notting Hill

Film Info

  • Director: Roger Michell
  • Starring: Julia Roberts, Hugh Grant, Richard McCabe
  • Studio: Universal Pictures
  • Budget: $42 million
  • Box Office: $364 million

10 Things I Hate About You (1999)

A modern retelling of Shakespeare's The Taming of the Shrew, 10 Things I Hate About You offers wit, humor, and memorable performances by Heath Ledger and Julia Stiles. The film's clever dialogue and star-crossed lover arc make it one of the most iconic teen romantic comedies.

10 Things I Hate About You

Film Info

  • Director: Gil Junger
  • Starring: Heath Ledger, Julia Stiles, Joseph Gordon-Levitt
  • Studio: Touchstone Pictures
  • Budget: $16 million
  • Box Office: $53 million

How to Lose a Guy in 10 Days (2003)

How to Lose a Guy in 10 Days tells the story of Benjamin Barry, an advertising executive and ladies' man who, to win a big campaign, bets that he can make a woman fall in love with him in 10 days. A hilarious rom-com where a magazine columnist and this charming ad executive find themselves in a battle of love and strategy.

How to Lose a Guy in 10 Days

Film Info

  • Director: Donald Petrie
  • Starring: Kate Hudson, Matthew McConaughey, Kathryn Hahn
  • Studio: Paramount Pictures
  • Budget: $50 million
  • Box Office: $177.5 million