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. 91 -2

    Love, Simon

    2018, in 1 top list
    Check
  2. 69 -

    About a Boy

    2002, in 1 top list Check
  3. 37 -

    The Big Sick

    2017, in 2 top lists
    Check
  4. 33 -

    Born Yesterday

    1950, in 10 top lists Check
  5. 21 -

    The Shop Around the Corner

    1940, in 14 top lists Check
  6. 11 -

    Trouble in Paradise

    1932, in 17 top lists Check
  7. 100 -2

    The Lobster

    2015, in 7 top lists Check
  8. 40 -

    Sing Street

    2016, in 3 top lists Check
  9. 42 -

    A Room with a View

    1985, in 11 top lists Check
  10. 5 -

    Roman Holiday

    1953, in 13 top lists Check
  11. 54 -

    Appropriate Behavior

    2014 — a.k.a. Appropriate Behaviour, in 3 top lists Check
  12. 86 -1

    Obvious Child

    2014, in 1 top list Check
  13. 20 -

    Pretty Woman

    1990, in 12 top lists Check
  14. 23 -

    Harold and Maude

    1971, in 22 top lists Check
  15. 14 -

    The Lady Eve

    1941, in 20 top lists Check
  16. 47 -

    Silver Linings Playbook

    2012, in 7 top lists Check
  17. 17 -

    Moonrise Kingdom

    2012, in 9 top lists Check
  18. 85 -1

    Beginners

    2010, in 2 top lists Check
  19. 70 -

    Lars and the Real Girl

    2007, in 1 top list Check
  20. 81 -1

    The Wedding Singer

    1998, in 3 top lists Check
  21. 61 -

    Beauty and the Beast

    1991, in 19 top lists Check
  22. 58 -

    Bridesmaids

    2011, in 8 top lists Check
  23. 38 -

    Ninotchka

    1939, in 20 top lists Check
  24. 3 -

    When Harry Met Sally...

    1989, in 16 top lists Check
  25. 59 -

    Moonstruck

    1987, in 10 top lists Check
  26. 84 -1

    Scott Pilgrim vs. the World

    2010, in 6 top lists Check
  27. 99 -2

    Sweet Home Alabama

    2002, in 2 top lists Check
  28. 74 -

    10 Things I Hate About You

    1999, in 2 top lists Check
  29. 68 -

    Shakespeare in Love

    1998, in 12 top lists Check
  30. 7 -

    Le fabuleux destin d'Amélie Poulain

    2001 — a.k.a. Amélie, in 27 top lists Check
  31. 79 -

    Bull Durham

    1988, in 8 top lists Check
  32. 50 -

    Sleepless in Seattle

    1993, in 8 top lists Check
  33. 26 -

    Punch-Drunk Love

    2002, in 12 top lists Check
  34. 10 -

    Groundhog Day

    1993, in 22 top lists Check
  35. 36 -

    Adam's Rib

    1949, in 8 top lists Check
  36. 57 -

    Breakfast at Tiffany's

    1961, in 9 top lists Check
  37. 43 -

    WALL·E

    2008, in 26 top lists Check
  38. 12 -

    Eternal Sunshine of the Spotless Mind

    2004, in 28 top lists Check
  39. 30 -

    Clueless

    1995, in 8 top lists Check
  40. 63 -

    Forgetting Sarah Marshall

    2008, in 1 top list Check
  41. 24 -

    The 40 Year Old Virgin

    2005 — a.k.a. The 40-Year-Old Virgin, in 5 top lists Check
  42. 95 -2

    Tootsie

    1982, in 17 top lists Check
  43. 28 -

    Knocked Up

    2007, in 4 top lists Check
  44. 49 -

    Juno

    2007, in 12 top lists Check
  45. 35 -

    Coming to America

    1988, in 3 top lists Check
  46. 65 -

    As Good as It Gets

    1997, in 9 top lists Check
  47. 56 -

    My Big Fat Greek Wedding

    2002, in 3 top lists Check
  48. 45 -

    There's Something About Mary

    1998, in 11 top lists Check
  49. 71 -

    Notting Hill

    1999, in 6 top lists Check
  50. 13 -

    Bringing Up Baby

    1938, in 23 top lists Check
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Last updated on Feb 4, 2022 by PeacefulAnarchy; source