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. 55 -

    You've Got Mail

    1998, in 4 top lists Check
  2. 56 -

    My Big Fat Greek Wedding

    2002, in 3 top lists Check
  3. 79 -

    Bull Durham

    1988, in 8 top lists Check
  4. 91 -2

    Love, Simon

    2018, in 1 top list
    Check
  5. 42 -

    A Room with a View

    1985, in 11 top lists Check
  6. 36 -

    Adam's Rib

    1949, in 8 top lists Check
  7. 33 -

    Born Yesterday

    1950, in 10 top lists Check
  8. 96 -2

    Overboard

    1987, in 1 top list Check
  9. 21 -

    The Shop Around the Corner

    1940, in 14 top lists Check
  10. 64 -

    Splash

    1983, in 3 top lists Check
  11. 60 -

    Grosse Pointe Blank

    1997, in 4 top lists Check
  12. 59 -

    Moonstruck

    1987, in 10 top lists Check
  13. 53 -

    13 Going on 30

    2004, in 1 top list Check
  14. 40 -

    Sing Street

    2016, in 3 top lists Check
  15. 74 -

    10 Things I Hate About You

    1999, in 2 top lists Check
  16. 11 -

    Trouble in Paradise

    1932, in 17 top lists Check
  17. 14 -

    The Lady Eve

    1941, in 20 top lists Check
  18. 38 -

    Ninotchka

    1939, in 20 top lists Check
  19. 69 -

    About a Boy

    2002, in 1 top list Check
  20. 23 -

    Harold and Maude

    1971, in 22 top lists Check
  21. 1 -

    The Philadelphia Story

    1940, in 22 top lists Check
  22. 95 -2

    Tootsie

    1982, in 17 top lists Check
  23. 80 new

    Palm Springs

    2020, in 3 top lists
    Check
  24. 37 -

    The Big Sick

    2017, in 2 top lists
    Check
  25. 85 -1

    Beginners

    2010, in 2 top lists Check
  26. 30 -

    Clueless

    1995, in 8 top lists Check
  27. 87 new

    Yesterday

    2019, in 1 top list
    Check
  28. 97 -2

    Crazy Rich Asians

    2018, in 3 top lists
    Check
  29. 57 -

    Breakfast at Tiffany's

    1961, in 9 top lists Check
  30. 34 -

    A Matter of Life and Death

    1946, in 22 top lists Check
  31. 13 -

    Bringing Up Baby

    1938, in 23 top lists Check
  32. 29 -

    Bridget Jones's Diary

    2001, in 3 top lists Check
  33. 73 -

    Roxanne

    1987, in 2 top lists Check
  34. 71 -

    Notting Hill

    1999, in 6 top lists Check
  35. 32 -

    She's Gotta Have It

    1986, in 6 top lists Check
  36. 50 -

    Sleepless in Seattle

    1993, in 8 top lists Check
  37. 20 -

    Pretty Woman

    1990, in 12 top lists Check
  38. 65 -

    As Good as It Gets

    1997, in 9 top lists Check
  39. 3 -

    When Harry Met Sally...

    1989, in 16 top lists Check
  40. 8 -

    His Girl Friday

    1940, in 22 top lists Check
  41. 100 -2

    The Lobster

    2015, in 7 top lists Check
  42. 35 -

    Coming to America

    1988, in 3 top lists Check
  43. 5 -

    Roman Holiday

    1953, in 14 top lists Check
  44. 58 -

    Bridesmaids

    2011, in 8 top lists Check
  45. 90 -2

    They Came Together

    2014, in 1 top list Check
  46. 68 -

    Shakespeare in Love

    1998, in 12 top lists Check
  47. 4 -

    Annie Hall

    1977, in 34 top lists Check
  48. 47 -

    Silver Linings Playbook

    2012, in 7 top lists Check
  49. 52 -

    Xi yan

    1993 — a.k.a. The Wedding Banquet, in 9 top lists Check
  50. 17 -

    Moonrise Kingdom

    2012, in 9 top lists Check
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Last updated on Feb 4, 2022 by PeacefulAnarchy; source