Paste's The 100 Best Romantic Comedies of All Time

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An official iCheckMovies list (adopted from Panunzio).

Favorited 38 times, disliked 5 times, added to 62 watchlists.

As a genre, the romantic comedy has had pretty sharply defined highs (the 1940s and 1980s) and lows (1990s-2000s) based on viewer appetite and studio competence, but thanks to this thing we call “the human condition,” hope-laden fables showing how two people can, indeed, find and cherish one another despite all obstacles will never stay out of fashion long—no matter how soulless and cynical the industry. Whether because we are young and naïve, not-so-young and searching, or old and grumpy with a soft spot (or wistful memory), there’s always an appetite for fascinating meet-cutes, resolved comedies of errors and melted gruff exteriors. So no matter your particular poison when it comes to scripted takes on love and relationships, let Paste’s list of the 100 Best Romantic Comedies of All Time provide you just what the doctor ordered.

List published April 2013. Updated and expanded in October 2018, updated Feb 2022.

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  1. 16 -

    City Lights

    1931, in 34 top lists Check
  2. 11 -

    Trouble in Paradise

    1932, in 17 top lists Check
  3. 41 -

    The Prizefighter and the Lady

    1933 — a.k.a. Every Woman's Man, in 1 top list Check
  4. 6 -

    It Happened One Night

    1934, in 29 top lists Check
  5. 13 -

    Bringing Up Baby

    1938, in 23 top lists Check
  6. 38 -

    Ninotchka

    1939, in 20 top lists Check
  7. 8 -

    His Girl Friday

    1940, in 22 top lists Check
  8. 1 -

    The Philadelphia Story

    1940, in 22 top lists Check
  9. 21 -

    The Shop Around the Corner

    1940, in 14 top lists Check
  10. 14 -

    The Lady Eve

    1941, in 20 top lists Check
  11. 88 -2

    The Major and the Minor

    1942, in 3 top lists Check
  12. 34 -

    A Matter of Life and Death

    1946, in 23 top lists Check
  13. 36 -

    Adam's Rib

    1949, in 8 top lists Check
  14. 33 -

    Born Yesterday

    1950, in 10 top lists Check
  15. 18 -

    Singin' in the Rain

    1952, in 37 top lists Check
  16. 44 -

    How to Marry a Millionaire

    1953, in 3 top lists Check
  17. 5 -

    Roman Holiday

    1953, in 14 top lists Check
  18. 15 -

    Sabrina

    1954, in 5 top lists Check
  19. 93 -2

    Desk Set

    1957, in 1 top list Check
  20. 89 -2

    Chalti Ka Naam Gaadi

    1958 — a.k.a. That Which Runs Is a Car, in 2 top lists Check
  21. 51 -

    Houseboat

    1958, in 1 top list Check
  22. 9 -

    Some Like It Hot

    1959, in 35 top lists Check
  23. 19 -

    The Apartment

    1960, in 28 top lists Check
  24. 57 -

    Breakfast at Tiffany's

    1961, in 9 top lists Check
  25. 23 -

    Harold and Maude

    1971, in 22 top lists Check
  26. 4 -

    Annie Hall

    1977, in 34 top lists Check
  27. 27 -

    The Goodbye Girl

    1977, in 4 top lists Check
  28. 95 -2

    Tootsie

    1982, in 17 top lists Check
  29. 64 -

    Splash

    1983, in 3 top lists Check
  30. 48 -

    The Purple Rose of Cairo

    1985, in 7 top lists Check
  31. 42 -

    A Room with a View

    1985, in 11 top lists Check
  32. 62 -

    Pretty in Pink

    1986, in 2 top lists Check
  33. 32 -

    She's Gotta Have It

    1986, in 6 top lists Check
  34. 66 -

    Something Wild

    1986, in 5 top lists Check
  35. 59 -

    Moonstruck

    1987, in 10 top lists Check
  36. 96 -2

    Overboard

    1987, in 1 top list Check
  37. 2 -

    The Princess Bride

    1987, in 19 top lists Check
  38. 73 -

    Roxanne

    1987, in 2 top lists Check
  39. 77 -

    Some Kind of Wonderful

    1987, in 1 top list Check
  40. 79 -

    Bull Durham

    1988, in 8 top lists Check
  41. 35 -

    Coming to America

    1988, in 3 top lists Check
  42. 3 -

    When Harry Met Sally...

    1989, in 16 top lists Check
  43. 20 -

    Pretty Woman

    1990, in 12 top lists Check
  44. 61 -

    Beauty and the Beast

    1991, in 19 top lists Check
  45. 22 -

    L.A. Story

    1991, in 1 top list Check
  46. 10 -

    Groundhog Day

    1993, in 22 top lists Check
  47. 50 -

    Sleepless in Seattle

    1993, in 8 top lists Check
  48. 52 -

    Xi yan

    1993 — a.k.a. The Wedding Banquet, in 9 top lists Check
  49. 31 -

    Four Weddings and a Funeral

    1994, in 13 top lists Check
  50. 30 -

    Clueless

    1995, in 8 top lists Check
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Last updated on Feb 4, 2022 by PeacefulAnarchy; source