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. 89 -2

    Chalti Ka Naam Gaadi

    1958 — a.k.a. That Which Runs Is a Car, in 2 top lists Check
  2. 72 -

    How Stella Got Her Groove Back

    1998, in 1 top list Check
  3. 92 -2

    Boy Meets Girl

    2014, in 1 top list Check
  4. 41 -

    The Prizefighter and the Lady

    1933 — a.k.a. Every Woman's Man, in 1 top list Check
  5. 39 -

    Sleeping with Other People

    2015, in 1 top list Check
  6. 83 -1

    Hors de prix

    2006 — a.k.a. Priceless, in 1 top list Check
  7. 51 -

    Houseboat

    1958, in 1 top list Check
  8. 75 -

    Jeffrey

    1995, in 1 top list Check
  9. 94 -2

    To All the Boys I've Loved Before

    2018, in 1 top list
    Check
  10. 77 -

    Some Kind of Wonderful

    1987, in 1 top list Check
  11. 90 -2

    They Came Together

    2014, in 1 top list Check
  12. 22 -

    L.A. Story

    1991, in 1 top list Check
  13. 96 -2

    Overboard

    1987, in 1 top list Check
  14. 82 -1

    Kissing Jessica Stein

    2001, in 1 top list Check
  15. 87 new

    Yesterday

    2019, in 1 top list
    Check
  16. 93 -2

    Desk Set

    1957, in 1 top list Check
  17. 54 -

    Appropriate Behavior

    2014 — a.k.a. Appropriate Behaviour, in 3 top lists Check
  18. 99 -2

    Sweet Home Alabama

    2002, in 2 top lists Check
  19. 98 -2

    Serendipity

    2001, in 1 top list Check
  20. 73 -

    Roxanne

    1987, in 2 top lists Check
  21. 91 -2

    Love, Simon

    2018, in 1 top list
    Check
  22. 25 -

    Love & Basketball

    2000, in 6 top lists Check
  23. 78 -

    While You Were Sleeping

    1995, in 2 top lists Check
  24. 81 -1

    The Wedding Singer

    1998, in 3 top lists Check
  25. 88 -2

    The Major and the Minor

    1942, in 3 top lists Check
  26. 64 -

    Splash

    1983, in 3 top lists Check
  27. 97 -2

    Crazy Rich Asians

    2018, in 3 top lists
    Check
  28. 86 -1

    Obvious Child

    2014, in 1 top list Check
  29. 56 -

    My Big Fat Greek Wedding

    2002, in 3 top lists Check
  30. 44 -

    How to Marry a Millionaire

    1953, in 3 top lists Check
  31. 53 -

    13 Going on 30

    2004, in 1 top list Check
  32. 27 -

    The Goodbye Girl

    1977, in 4 top lists Check
  33. 69 -

    About a Boy

    2002, in 1 top list Check
  34. 76 -

    Dilwale Dulhania Le Jayenge

    1995, in 5 top lists Check
  35. 67 -

    But I'm a Cheerleader

    1999, in 3 top lists Check
  36. 62 -

    Pretty in Pink

    1986, in 2 top lists Check
  37. 37 -

    The Big Sick

    2017, in 2 top lists
    Check
  38. 70 -

    Lars and the Real Girl

    2007, in 1 top list Check
  39. 80 new

    Palm Springs

    2020, in 3 top lists
    Check
  40. 35 -

    Coming to America

    1988, in 3 top lists Check
  41. 60 -

    Grosse Pointe Blank

    1997, in 4 top lists Check
  42. 66 -

    Something Wild

    1986, in 5 top lists Check
  43. 55 -

    You've Got Mail

    1998, in 4 top lists Check
  44. 32 -

    She's Gotta Have It

    1986, in 6 top lists Check
  45. 40 -

    Sing Street

    2016, in 3 top lists Check
  46. 52 -

    Xi yan

    1993 — a.k.a. The Wedding Banquet, in 9 top lists Check
  47. 71 -

    Notting Hill

    1999, in 6 top lists Check
  48. 46 -

    Enchanted

    2007, in 3 top lists Check
  49. 63 -

    Forgetting Sarah Marshall

    2008, in 1 top list Check
  50. 33 -

    Born Yesterday

    1950, in 10 top lists Check
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Last updated on Feb 4, 2022 by PeacefulAnarchy; source