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. 1 -

    The Philadelphia Story

    1940, in 22 top lists Check
  2. 3 -

    When Harry Met Sally...

    1989, in 16 top lists Check
  3. 4 -

    Annie Hall

    1977, in 34 top lists Check
  4. 5 -

    Roman Holiday

    1953, in 14 top lists Check
  5. 6 -

    It Happened One Night

    1934, in 29 top lists Check
  6. 7 -

    Le fabuleux destin d'Amélie Poulain

    2001 — a.k.a. Amélie, in 27 top lists Check
  7. 8 -

    His Girl Friday

    1940, in 22 top lists Check
  8. 10 -

    Groundhog Day

    1993, in 22 top lists Check
  9. 11 -

    Trouble in Paradise

    1932, in 17 top lists Check
  10. 12 -

    Eternal Sunshine of the Spotless Mind

    2004, in 28 top lists Check
  11. 13 -

    Bringing Up Baby

    1938, in 23 top lists Check
  12. 14 -

    The Lady Eve

    1941, in 20 top lists Check
  13. 15 -

    Sabrina

    1954, in 5 top lists Check
  14. 16 -

    City Lights

    1931, in 34 top lists Check
  15. 17 -

    Moonrise Kingdom

    2012, in 9 top lists Check
  16. 18 -

    Singin' in the Rain

    1952, in 37 top lists Check
  17. 19 -

    The Apartment

    1960, in 28 top lists Check
  18. 20 -

    Pretty Woman

    1990, in 12 top lists Check
  19. 21 -

    The Shop Around the Corner

    1940, in 14 top lists Check
  20. 23 -

    Harold and Maude

    1971, in 22 top lists Check
  21. 24 -

    The 40 Year Old Virgin

    2005 — a.k.a. The 40-Year-Old Virgin, in 5 top lists Check
  22. 25 -

    Love & Basketball

    2000, in 6 top lists Check
  23. 26 -

    Punch-Drunk Love

    2002, in 12 top lists Check
  24. 27 -

    The Goodbye Girl

    1977, in 4 top lists Check
  25. 28 -

    Knocked Up

    2007, in 4 top lists Check
  26. 29 -

    Bridget Jones's Diary

    2001, in 3 top lists Check
  27. 30 -

    Clueless

    1995, in 8 top lists Check
  28. 31 -

    Four Weddings and a Funeral

    1994, in 13 top lists Check
  29. 32 -

    She's Gotta Have It

    1986, in 6 top lists Check
  30. 33 -

    Born Yesterday

    1950, in 10 top lists Check
  31. 34 -

    A Matter of Life and Death

    1946, in 23 top lists Check
  32. 35 -

    Coming to America

    1988, in 3 top lists Check
  33. 36 -

    Adam's Rib

    1949, in 8 top lists Check
  34. 38 -

    Ninotchka

    1939, in 20 top lists Check
  35. 41 -

    The Prizefighter and the Lady

    1933 — a.k.a. Every Woman's Man, in 1 top list Check
  36. 42 -

    A Room with a View

    1985, in 11 top lists Check
  37. 44 -

    How to Marry a Millionaire

    1953, in 3 top lists Check
  38. 45 -

    There's Something About Mary

    1998, in 11 top lists Check
  39. 47 -

    Silver Linings Playbook

    2012, in 7 top lists Check
  40. 48 -

    The Purple Rose of Cairo

    1985, in 7 top lists Check
  41. 49 -

    Juno

    2007, in 12 top lists Check
  42. 50 -

    Sleepless in Seattle

    1993, in 8 top lists Check
  43. 52 -

    Xi yan

    1993 — a.k.a. The Wedding Banquet, in 9 top lists Check
  44. 53 -

    13 Going on 30

    2004, in 1 top list Check
  45. 55 -

    You've Got Mail

    1998, in 4 top lists Check
  46. 56 -

    My Big Fat Greek Wedding

    2002, in 3 top lists Check
  47. 57 -

    Breakfast at Tiffany's

    1961, in 9 top lists Check
  48. 58 -

    Bridesmaids

    2011, in 8 top lists Check
  49. 59 -

    Moonstruck

    1987, in 10 top lists Check
  50. 60 -

    Grosse Pointe Blank

    1997, in 4 top lists Check
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Last updated on Feb 4, 2022 by PeacefulAnarchy; source