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. 1 +7

    The Philadelphia Story

    1940, in 20 top lists Check
  2. 2 +2

    The Princess Bride

    1987, in 19 top lists Check
  3. 3 -1

    When Harry Met Sally...

    1989, in 14 top lists Check
  4. 4 -3

    Annie Hall

    1977, in 33 top lists Check
  5. 5 new

    Roman Holiday

    1953, in 12 top lists Check
  6. 6 +33

    It Happened One Night

    1934, in 28 top lists Check
  7. 7 -4

    Le fabuleux destin d'Amélie Poulain

    2001 — a.k.a. Amélie, in 26 top lists Check
  8. 8 +14

    His Girl Friday

    1940, in 20 top lists Check
  9. 9 new

    Some Like It Hot

    1959, in 34 top lists Check
  10. 10 +24

    Groundhog Day

    1993, in 20 top lists Check
  11. 11 new

    Trouble in Paradise

    1932, in 16 top lists Check
  12. 13 +11

    Bringing Up Baby

    1938, in 22 top lists Check
  13. 14 +29

    The Lady Eve

    1941, in 19 top lists Check
  14. 15 new

    Sabrina

    1954, in 5 top lists Check
  15. 16 new

    City Lights

    1931, in 32 top lists Check
  16. 17 -5

    Moonrise Kingdom

    2012, in 8 top lists Check
  17. 18 new

    Singin' in the Rain

    1952, in 35 top lists Check
  18. 19 -8

    The Apartment

    1960, in 27 top lists Check
  19. 20 -5

    Pretty Woman

    1990, in 12 top lists Check
  20. 21 -4

    The Shop Around the Corner

    1940, in 14 top lists Check
  21. 22 new

    L.A. Story

    1991, in 1 top list Check
  22. 23 -10

    Harold and Maude

    1971, in 18 top lists Check
  23. 24 +14

    The 40 Year Old Virgin

    2005 — a.k.a. The 40-Year-Old Virgin, in 7 top lists Check
  24. 26 +10

    Punch-Drunk Love

    2002, in 12 top lists Check
  25. 27 new

    The Goodbye Girl

    1977, in 4 top lists Check
  26. 28 -10

    Knocked Up

    2007, in 4 top lists Check
  27. 29 -10

    Bridget Jones's Diary

    2001, in 3 top lists Check
  28. 30 +18

    Clueless

    1995, in 7 top lists Check
  29. 31 -21

    Four Weddings and a Funeral

    1994, in 13 top lists Check
  30. 32 new

    She's Gotta Have It

    1986, in 6 top lists Check
  31. 33 new

    Born Yesterday

    1950, in 10 top lists Check
  32. 35 new

    Coming to America

    1988, in 3 top lists Check
  33. 36 new

    Adam's Rib

    1949, in 8 top lists Check
  34. 38 new

    Ninotchka

    1939, in 18 top lists Check
  35. 39 new

    Sleeping with Other People

    2015, in 1 top list Check
  36. 41 new

    The Prizefighter and the Lady

    1933 — a.k.a. Every Woman's Man, in 1 top list Check
  37. 44 new

    How to Marry a Millionaire

    1953, in 3 top lists Check
  38. 45 new

    There's Something About Mary

    1998, in 11 top lists Check
  39. 46 new

    Enchanted

    2007, in 3 top lists Check
  40. 47 -22

    Silver Linings Playbook

    2012, in 6 top lists Check
  41. 48 -22

    The Purple Rose of Cairo

    1985, in 7 top lists Check
  42. 49 -22

    Juno

    2007, in 12 top lists Check
  43. 50 -22

    Sleepless in Seattle

    1993, in 7 top lists Check
  44. 51 new

    Houseboat

    1958, in 1 top list Check
  45. 52 -22

    Xi yan

    1993 — a.k.a. The Wedding Banquet, in 8 top lists Check
  46. 53 new

    13 Going on 30

    2004, in 1 top list Check
  47. 54 new

    Appropriate Behavior

    2014 — a.k.a. Appropriate Behaviour, in 2 top lists Check
  48. 55 -9

    You've Got Mail

    1998, in 4 top lists Check
  49. 56 new

    My Big Fat Greek Wedding

    2002, in 3 top lists Check
  50. 57 new

    Breakfast at Tiffany's

    1961, in 10 top lists Check
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Last updated on Oct 27, 2018 by Panunzio; source