Romantic comedies—affectionately dubbed rom-coms—have been warming hearts and prompting chuckles for decades. Here we’ve compiled a list of the 15 best rom-coms known to mankind, ranked from endearing to utterly iconic.

1. “You’ve Got Mail” (1998)

Two business rivals who despise each other in person but unknowingly fall in love over the internet—is there anything more emblematic of modern-day romance? Touching on themes of destiny amidst changing times, it beautifully encapsulates what viewers cherish about rom-coms: connection in unexpected places, laughter through trials, and love triumphing over all obstacles.

2. “The Princess Bride” (1987)

Sprinkled with adventure, satire, and true love, this fairy-tale romance captures the imagination with memorable characters and timeless quotes.

3. “Four Weddings and a Funeral” (1994)

British humor at its finest—this exploration of romantic connections and friendship amidst life’s biggest events tugs at heartstrings and induces smiles simultaneously.

4. “Pretty Woman” (1990)

A classic Cinderella story reimagined for modern times, it deals with themes of transformation and acceptance, all cloaked in witty banter and undeniable charm.

5. “When Harry Met Sally…” (1989)

Arguably one of the most quotable films of all time, this rom-com explores whether men and women can just be friends through sparkling chemistry between its leads.

6. “Clueless” (1995)

A wealthy high school student tries her hand at playing cupid but realizes she’s the one who is truly clueless about love, leading to genuine growth and amusing situations.

7. “Crazy Stupid Love” (2011)

With a stellar cast, this narrative explores love at various stages, from the budding to the established, with witty dialogue and heartwarming moments.

8. “10 Things I Hate About You” (1999)

A modern adaptation of Shakespeare’s ‘The Taming of the Shrew’ set in a high school, this film delivers humor and tenderness in equal measure.

9. “Love Actually” (2003)

This ensemble film weaves multiple storylines into a tapestry that explores different aspects of love during the holiday season.

10. “Bridget Jones’s Diary” (2001)

Bridget Jones’s awkward and relatable journey through love and self-improvement provides laughs while also striking a chord with audiences everywhere.

11. “Sleepless in Seattle” (1993)

A son’s attempt to find his widowed father a partner leads to an enchanting cross-country romance that has become a classic narrative of destiny in love.

12. “There’s Something About Mary” (1998)

A twisted tale of romance with genuinely hilarious scenes, this film reveals the absurd lengths some will go for love.

13. “My Best Friend’s Wedding” (1997)

Julianne’s quest to win over her best friend before he gets married is filled with humor and heartfelt moments that redefine relationships.

14. “Notting Hill” (1999)

The delightful tale of a bookseller and a famous actress falling in love is an evergreen reminder that love can pop up in the most unexpected places.

15. “The Proposal” (2009)

A laugh-out-loud situation arises when a hard-driving editor forces her assistant to marry her in order to maintain her visa status.