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. 55 -

    You've Got Mail

    1998, in 4 top lists Check
  2. 87 new

    Yesterday

    2019, in 1 top list
    Check
  3. 52 -

    Xi yan

    1993 — a.k.a. The Wedding Banquet, in 9 top lists Check
  4. 78 -

    While You Were Sleeping

    1995, in 2 top lists Check
  5. 3 -

    When Harry Met Sally...

    1989, in 16 top lists Check
  6. 81 -1

    The Wedding Singer

    1998, in 3 top lists Check
  7. 43 -

    WALL·E

    2008, in 26 top lists Check
  8. 11 -

    Trouble in Paradise

    1932, in 17 top lists Check
  9. 95 -2

    Tootsie

    1982, in 17 top lists Check
  10. 94 -2

    To All the Boys I've Loved Before

    2018, in 1 top list
    Check
  11. 90 -2

    They Came Together

    2014, in 1 top list Check
  12. 45 -

    There's Something About Mary

    1998, in 11 top lists Check
  13. 99 -2

    Sweet Home Alabama

    2002, in 2 top lists Check
  14. 64 -

    Splash

    1983, in 3 top lists Check
  15. 66 -

    Something Wild

    1986, in 5 top lists Check
  16. 9 -

    Some Like It Hot

    1959, in 35 top lists Check
  17. 77 -

    Some Kind of Wonderful

    1987, in 1 top list Check
  18. 50 -

    Sleepless in Seattle

    1993, in 8 top lists Check
  19. 39 -

    Sleeping with Other People

    2015, in 1 top list Check
  20. 18 -

    Singin' in the Rain

    1952, in 37 top lists Check
  21. 40 -

    Sing Street

    2016, in 3 top lists Check
  22. 47 -

    Silver Linings Playbook

    2012, in 7 top lists Check
  23. 21 -

    The Shop Around the Corner

    1940, in 14 top lists Check
  24. 32 -

    She's Gotta Have It

    1986, in 6 top lists Check
  25. 68 -

    Shakespeare in Love

    1998, in 12 top lists Check
  26. 98 -2

    Serendipity

    2001, in 1 top list Check
  27. 84 -1

    Scott Pilgrim vs. the World

    2010, in 6 top lists Check
  28. 15 -

    Sabrina

    1954, in 5 top lists Check
  29. 73 -

    Roxanne

    1987, in 2 top lists Check
  30. 42 -

    A Room with a View

    1985, in 11 top lists Check
  31. 5 -

    Roman Holiday

    1953, in 14 top lists Check
  32. 48 -

    The Purple Rose of Cairo

    1985, in 7 top lists Check
  33. 26 -

    Punch-Drunk Love

    2002, in 12 top lists Check
  34. 41 -

    The Prizefighter and the Lady

    1933 — a.k.a. Every Woman's Man, in 1 top list Check
  35. 2 -

    The Princess Bride

    1987, in 19 top lists Check
  36. 20 -

    Pretty Woman

    1990, in 12 top lists Check
  37. 62 -

    Pretty in Pink

    1986, in 2 top lists Check
  38. 1 -

    The Philadelphia Story

    1940, in 22 top lists Check
  39. 80 new

    Palm Springs

    2020, in 3 top lists
    Check
  40. 96 -2

    Overboard

    1987, in 1 top list Check
  41. 86 -1

    Obvious Child

    2014, in 1 top list Check
  42. 71 -

    Notting Hill

    1999, in 6 top lists Check
  43. 38 -

    Ninotchka

    1939, in 20 top lists Check
  44. 56 -

    My Big Fat Greek Wedding

    2002, in 3 top lists Check
  45. 59 -

    Moonstruck

    1987, in 10 top lists Check
  46. 17 -

    Moonrise Kingdom

    2012, in 9 top lists Check
  47. 34 -

    A Matter of Life and Death

    1946, in 23 top lists Check
  48. 88 -2

    The Major and the Minor

    1942, in 3 top lists Check
  49. 91 -2

    Love, Simon

    2018, in 1 top list
    Check
  50. 25 -

    Love & Basketball

    2000, in 6 top lists Check
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Last updated on Feb 4, 2022 by PeacefulAnarchy; source