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

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  1. 16 new

    City Lights

    1931, in 32 top lists Check
  2. 11 new

    Trouble in Paradise

    1932, in 16 top lists Check
  3. 41 new

    The Prizefighter and the Lady

    1933 — a.k.a. Every Woman's Man, in 1 top list Check
  4. 6 +33

    It Happened One Night

    1934, in 28 top lists Check
  5. 13 +11

    Bringing Up Baby

    1938, in 22 top lists Check
  6. 38 new

    Ninotchka

    1939, in 18 top lists Check
  7. 8 +14

    His Girl Friday

    1940, in 20 top lists Check
  8. 1 +7

    The Philadelphia Story

    1940, in 20 top lists Check
  9. 21 -4

    The Shop Around the Corner

    1940, in 14 top lists Check
  10. 14 +29

    The Lady Eve

    1941, in 19 top lists Check
  11. 86 new

    The Major and the Minor

    1942, in 2 top lists Check
  12. 34 new

    A Matter of Life and Death

    1946, in 24 top lists Check
  13. 36 new

    Adam's Rib

    1949, in 8 top lists Check
  14. 33 new

    Born Yesterday

    1950, in 10 top lists Check
  15. 18 new

    Singin' in the Rain

    1952, in 35 top lists Check
  16. 44 new

    How to Marry a Millionaire

    1953, in 3 top lists Check
  17. 5 new

    Roman Holiday

    1953, in 12 top lists Check
  18. 15 new

    Sabrina

    1954, in 5 top lists Check
  19. 91 new

    Desk Set

    1957, in 1 top list Check
  20. 87 new

    Chalti Ka Naam Gaadi

    1958 — a.k.a. That Which Runs Is a Car, in 2 top lists Check
  21. 51 new

    Houseboat

    1958, in 1 top list Check
  22. 9 new

    Some Like It Hot

    1959, in 34 top lists Check
  23. 19 -8

    The Apartment

    1960, in 27 top lists Check
  24. 57 new

    Breakfast at Tiffany's

    1961, in 10 top lists Check
  25. 23 -10

    Harold and Maude

    1971, in 18 top lists Check
  26. 4 -3

    Annie Hall

    1977, in 33 top lists Check
  27. 27 new

    The Goodbye Girl

    1977, in 4 top lists Check
  28. 93 new

    Tootsie

    1982, in 19 top lists Check
  29. 64 new

    Splash

    1984, in 3 top lists Check
  30. 48 -22

    The Purple Rose of Cairo

    1985, in 7 top lists Check
  31. 42 new

    A Room with a View

    1985, in 11 top lists Check
  32. 62 -27

    Pretty in Pink

    1986, in 2 top lists Check
  33. 32 new

    She's Gotta Have It

    1986, in 6 top lists Check
  34. 66 new

    Something Wild

    1986, in 5 top lists Check
  35. 59 new

    Moonstruck

    1987, in 10 top lists Check
  36. 94 new

    Overboard

    1987, in 1 top list Check
  37. 2 +2

    The Princess Bride

    1987, in 19 top lists Check
  38. 73 -28

    Roxanne

    1987, in 2 top lists Check
  39. 77 new

    Some Kind of Wonderful

    1987, in 1 top list Check
  40. 79 new

    Bull Durham

    1988, in 8 top lists Check
  41. 35 new

    Coming to America

    1988, in 3 top lists Check
  42. 3 -1

    When Harry Met Sally...

    1989, in 14 top lists Check
  43. 20 -5

    Pretty Woman

    1990, in 12 top lists Check
  44. 61 new

    Beauty and the Beast

    1991, in 19 top lists Check
  45. 22 new

    L.A. Story

    1991, in 1 top list Check
  46. 10 +24

    Groundhog Day

    1993, in 20 top lists Check
  47. 50 -22

    Sleepless in Seattle

    1993, in 7 top lists Check
  48. 52 -22

    Xi yan

    1993 — a.k.a. The Wedding Banquet, in 8 top lists Check
  49. 31 -21

    Four Weddings and a Funeral

    1994, in 13 top lists Check
  50. 30 +18

    Clueless

    1995, in 7 top lists Check
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Last updated on Oct 27, 2018 by Panunzio; source