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. 26 -

    Punch-Drunk Love

    2002, in 12 top lists Check
  2. 7 -

    Le fabuleux destin d'Amélie Poulain

    2001 — a.k.a. Amélie, in 27 top lists Check
  3. 21 -

    The Shop Around the Corner

    1940, in 14 top lists Check
  4. 37 -

    The Big Sick

    2017, in 2 top lists
    Check
  5. 40 -

    Sing Street

    2016, in 3 top lists Check
  6. 97 -2

    Crazy Rich Asians

    2018, in 3 top lists
    Check
  7. 19 -

    The Apartment

    1960, in 28 top lists Check
  8. 13 -

    Bringing Up Baby

    1938, in 23 top lists Check
  9. 47 -

    Silver Linings Playbook

    2012, in 7 top lists Check
  10. 23 -

    Harold and Maude

    1971, in 22 top lists Check
  11. 6 -

    It Happened One Night

    1934, in 29 top lists Check
  12. 4 -

    Annie Hall

    1977, in 34 top lists Check
  13. 17 -

    Moonrise Kingdom

    2012, in 9 top lists Check
  14. 16 -

    City Lights

    1931, in 34 top lists Check
  15. 1 -

    The Philadelphia Story

    1940, in 22 top lists Check
  16. 84 -1

    Scott Pilgrim vs. the World

    2010, in 6 top lists Check
  17. 58 -

    Bridesmaids

    2011, in 8 top lists Check
  18. 77 -

    Some Kind of Wonderful

    1987, in 1 top list Check
  19. 66 -

    Something Wild

    1986, in 5 top lists Check
  20. 96 -2

    Overboard

    1987, in 1 top list Check
  21. 67 -

    But I'm a Cheerleader

    1999, in 3 top lists Check
  22. 62 -

    Pretty in Pink

    1986, in 2 top lists Check
  23. 99 -2

    Sweet Home Alabama

    2002, in 2 top lists Check
  24. 81 -1

    The Wedding Singer

    1998, in 3 top lists Check
  25. 74 -

    10 Things I Hate About You

    1999, in 2 top lists Check
  26. 93 -2

    Desk Set

    1957, in 1 top list Check
  27. 51 -

    Houseboat

    1958, in 1 top list Check
  28. 78 -

    While You Were Sleeping

    1995, in 2 top lists Check
  29. 18 -

    Singin' in the Rain

    1952, in 37 top lists Check
  30. 24 -

    The 40 Year Old Virgin

    2005 — a.k.a. The 40-Year-Old Virgin, in 5 top lists Check
  31. 63 -

    Forgetting Sarah Marshall

    2008, in 1 top list Check
  32. 60 -

    Grosse Pointe Blank

    1997, in 4 top lists Check
  33. 73 -

    Roxanne

    1987, in 2 top lists Check
  34. 57 -

    Breakfast at Tiffany's

    1961, in 9 top lists Check
  35. 3 -

    When Harry Met Sally...

    1989, in 16 top lists Check
  36. 95 -2

    Tootsie

    1982, in 17 top lists Check
  37. 5 -

    Roman Holiday

    1953, in 14 top lists Check
  38. 30 -

    Clueless

    1995, in 8 top lists Check
  39. 28 -

    Knocked Up

    2007, in 4 top lists Check
  40. 49 -

    Juno

    2007, in 12 top lists Check
  41. 50 -

    Sleepless in Seattle

    1993, in 8 top lists Check
  42. 31 -

    Four Weddings and a Funeral

    1994, in 13 top lists Check
  43. 55 -

    You've Got Mail

    1998, in 4 top lists Check
  44. 29 -

    Bridget Jones's Diary

    2001, in 3 top lists Check
  45. 35 -

    Coming to America

    1988, in 3 top lists Check
  46. 68 -

    Shakespeare in Love

    1998, in 12 top lists Check
  47. 65 -

    As Good as It Gets

    1997, in 9 top lists Check
  48. 46 -

    Enchanted

    2007, in 3 top lists Check
  49. 56 -

    My Big Fat Greek Wedding

    2002, in 3 top lists Check
  50. 45 -

    There's Something About Mary

    1998, in 11 top lists Check
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Last updated on Feb 4, 2022 by PeacefulAnarchy; source