10 Best Romantic Comedies of All Time, Ranked

By Meena

A chance encounter between bookseller William and actress Anna unveils a poignant love story set against London’s quirky backdrop.

10. "Notting Hill" (1999)

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Bridget, with her endearing flaws, juggles between two men while penning down her hilarious life's chronicles.

9. "Bridget Jones's Diary" (2001)

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Cal's drab life spirals into comical chaos as he reenters the dating world, mentored by suave Jacob.

8. "Crazy, Stupid, Love." (2011) 

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Grieving Sam's radio talk captures Annie’s heart. Destiny's role in love never seemed so magical.

7. "Sleepless in Seattle" (1993)

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An evolving friendship over a decade, Harry and Sally grapple with attraction and the fear of ruining their bond.

6. "When Harry Met Sally" (1989)

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Loosely based on Shakespeare, this high school tale weaves romance with sharp wit, centering around two headstrong individuals.

5. "10 Things I Hate About You" (1999)

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In a fantastical world, Westley’s pursuit to rescue his love, Buttercup, offers equal parts romance and comedy.

4. "The Princess Bride" (1987)

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Business magnate Edward and spirited Vivian find love in unexpected places, breaking society's conventions.

3. "Pretty Woman" (1990)

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Rival bookstore owners Kathleen and Joe discover love anonymously online, unaware of their real-world animosity.

2. "You've Got Mail" (1998)

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Set during Christmas, interconnected stories showcase the multifaceted nature of love in its raw, humorous, and touching glory.

1. "Love Actually" (2003)

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