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. 2 -

    The Princess Bride

    1987, in 19 top lists Check
  3. 3 -

    When Harry Met Sally...

    1989, in 16 top lists Check
  4. 4 -

    Annie Hall

    1977, in 34 top lists Check
  5. 5 -

    Roman Holiday

    1953, in 14 top lists Check
  6. 6 -

    It Happened One Night

    1934, in 29 top lists Check
  7. 7 -

    Le fabuleux destin d'Amélie Poulain

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

    His Girl Friday

    1940, in 21 top lists Check
  9. 9 -

    Some Like It Hot

    1959, in 35 top lists Check
  10. 10 -

    Groundhog Day

    1993, in 22 top lists Check
  11. 11 -

    Trouble in Paradise

    1932, in 17 top lists Check
  12. 12 -

    Eternal Sunshine of the Spotless Mind

    2004, in 28 top lists Check
  13. 13 -

    Bringing Up Baby

    1938, in 23 top lists Check
  14. 14 -

    The Lady Eve

    1941, in 20 top lists Check
  15. 15 -

    Sabrina

    1954, in 4 top lists Check
  16. 16 -

    City Lights

    1931, in 34 top lists Check
  17. 17 -

    Moonrise Kingdom

    2012, in 9 top lists Check
  18. 18 -

    Singin' in the Rain

    1952, in 37 top lists Check
  19. 19 -

    The Apartment

    1960, in 28 top lists Check
  20. 20 -

    Pretty Woman

    1990, in 12 top lists Check
  21. 21 -

    The Shop Around the Corner

    1940, in 14 top lists Check
  22. 22 -

    L.A. Story

    1991, in 1 top list Check
  23. 23 -

    Harold and Maude

    1971, in 22 top lists Check
  24. 24 -

    The 40 Year Old Virgin

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

    Love & Basketball

    2000, in 6 top lists Check
  26. 26 -

    Punch-Drunk Love

    2002, in 12 top lists Check
  27. 27 -

    The Goodbye Girl

    1977, in 4 top lists Check
  28. 28 -

    Knocked Up

    2007, in 4 top lists Check
  29. 29 -

    Bridget Jones's Diary

    2001, in 3 top lists Check
  30. 30 -

    Clueless

    1995, in 8 top lists Check
  31. 31 -

    Four Weddings and a Funeral

    1994, in 13 top lists Check
  32. 32 -

    She's Gotta Have It

    1986, in 6 top lists Check
  33. 33 -

    Born Yesterday

    1950, in 10 top lists Check
  34. 34 -

    A Matter of Life and Death

    1946, in 23 top lists Check
  35. 35 -

    Coming to America

    1988, in 3 top lists Check
  36. 36 -

    Adam's Rib

    1949, in 8 top lists Check
  37. 37 -

    The Big Sick

    2017, in 2 top lists
    Check
  38. 38 -

    Ninotchka

    1939, in 20 top lists Check
  39. 39 -

    Sleeping with Other People

    2015, in 1 top list Check
  40. 40 -

    Sing Street

    2016, in 3 top lists Check
  41. 41 -

    The Prizefighter and the Lady

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

    A Room with a View

    1985, in 11 top lists Check
  43. 43 -

    WALL·E

    2008, in 26 top lists Check
  44. 44 -

    How to Marry a Millionaire

    1953, in 3 top lists Check
  45. 45 -

    There's Something About Mary

    1998, in 11 top lists Check
  46. 46 -

    Enchanted

    2007, in 3 top lists Check
  47. 47 -

    Silver Linings Playbook

    2012, in 7 top lists Check
  48. 48 -

    The Purple Rose of Cairo

    1985, in 7 top lists Check
  49. 49 -

    Juno

    2007, in 12 top lists Check
  50. 50 -

    Sleepless in Seattle

    1993, in 8 top lists Check
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Last updated on Feb 4, 2022 by PeacefulAnarchy; source