Paste's The 100 Best Romantic Comedies of All Time

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An official iCheckMovies list (adopted from Panunzio).

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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. 41 -

    The Prizefighter and the Lady

    1933 — a.k.a. Every Woman's Man, in 1 top list Check
  2. 72 -

    How Stella Got Her Groove Back

    1998, in 1 top list Check
  3. 75 -

    Jeffrey

    1995, in 1 top list Check
  4. 89 -2

    Chalti Ka Naam Gaadi

    1958 — a.k.a. That Which Runs Is a Car, in 2 top lists Check
  5. 51 -

    Houseboat

    1958, in 1 top list Check
  6. 92 -2

    Boy Meets Girl

    2014, in 1 top list Check
  7. 54 -

    Appropriate Behavior

    2014 — a.k.a. Appropriate Behaviour, in 3 top lists Check
  8. 82 -1

    Kissing Jessica Stein

    2001, in 1 top list Check
  9. 93 -2

    Desk Set

    1957, in 1 top list Check
  10. 25 -

    Love & Basketball

    2000, in 6 top lists Check
  11. 39 -

    Sleeping with Other People

    2015, in 1 top list Check
  12. 90 -2

    They Came Together

    2014, in 1 top list Check
  13. 22 -

    L.A. Story

    1991, in 1 top list Check
  14. 88 -2

    The Major and the Minor

    1942, in 3 top lists Check
  15. 52 -

    Xi yan

    1993 — a.k.a. The Wedding Banquet, in 9 top lists Check
  16. 32 -

    She's Gotta Have It

    1986, in 6 top lists Check
  17. 27 -

    The Goodbye Girl

    1977, in 4 top lists Check
  18. 83 -1

    Hors de prix

    2006 — a.k.a. Priceless, in 1 top list Check
  19. 94 -2

    To All the Boys I've Loved Before

    2018, in 1 top list
    Check
  20. 77 -

    Some Kind of Wonderful

    1987, in 1 top list Check
  21. 66 -

    Something Wild

    1986, in 5 top lists Check
  22. 64 -

    Splash

    1983, in 3 top lists Check
  23. 73 -

    Roxanne

    1987, in 2 top lists Check
  24. 87 new

    Yesterday

    2019, in 1 top list
    Check
  25. 86 -1

    Obvious Child

    2014, in 1 top list Check
  26. 44 -

    How to Marry a Millionaire

    1953, in 3 top lists Check
  27. 91 -2

    Love, Simon

    2018, in 1 top list
    Check
  28. 96 -2

    Overboard

    1987, in 1 top list Check
  29. 76 -

    Dilwale Dulhania Le Jayenge

    1995, in 5 top lists Check
  30. 33 -

    Born Yesterday

    1950, in 10 top lists Check
  31. 99 -2

    Sweet Home Alabama

    2002, in 2 top lists Check
  32. 97 -2

    Crazy Rich Asians

    2018, in 3 top lists
    Check
  33. 79 -

    Bull Durham

    1988, in 8 top lists Check
  34. 36 -

    Adam's Rib

    1949, in 8 top lists Check
  35. 67 -

    But I'm a Cheerleader

    1999, in 3 top lists Check
  36. 78 -

    While You Were Sleeping

    1995, in 2 top lists Check
  37. 80 new

    Palm Springs

    2020, in 3 top lists
    Check
  38. 42 -

    A Room with a View

    1985, in 11 top lists Check
  39. 98 -2

    Serendipity

    2001, in 1 top list Check
  40. 37 -

    The Big Sick

    2017, in 2 top lists
    Check
  41. 62 -

    Pretty in Pink

    1986, in 2 top lists Check
  42. 59 -

    Moonstruck

    1987, in 10 top lists Check
  43. 38 -

    Ninotchka

    1939, in 20 top lists Check
  44. 53 -

    13 Going on 30

    2004, in 1 top list Check
  45. 81 -1

    The Wedding Singer

    1998, in 3 top lists Check
  46. 11 -

    Trouble in Paradise

    1932, in 17 top lists Check
  47. 14 -

    The Lady Eve

    1941, in 20 top lists Check
  48. 40 -

    Sing Street

    2016, in 3 top lists Check
  49. 60 -

    Grosse Pointe Blank

    1997, in 4 top lists Check
  50. 34 -

    A Matter of Life and Death

    1946, in 23 top lists Check
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Last updated on Feb 4, 2022 by PeacefulAnarchy; source