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. 23 -

    Harold and Maude

    1971, in 22 top lists Check
  2. 71 -

    Notting Hill

    1999, in 6 top lists Check
  3. 21 -

    The Shop Around the Corner

    1940, in 14 top lists Check
  4. 99 -2

    Sweet Home Alabama

    2002, in 2 top lists Check
  5. 68 -

    Shakespeare in Love

    1998, in 12 top lists Check
  6. 78 -

    While You Were Sleeping

    1995, in 2 top lists Check
  7. 20 -

    Pretty Woman

    1990, in 12 top lists Check
  8. 18 -

    Singin' in the Rain

    1952, in 37 top lists Check
  9. 6 -

    It Happened One Night

    1934, in 29 top lists Check
  10. 29 -

    Bridget Jones's Diary

    2001, in 3 top lists Check
  11. 95 -2

    Tootsie

    1982, in 17 top lists Check
  12. 2 -

    The Princess Bride

    1987, in 19 top lists Check
  13. 4 -

    Annie Hall

    1977, in 34 top lists Check
  14. 81 -1

    The Wedding Singer

    1998, in 3 top lists Check
  15. 16 -

    City Lights

    1931, in 34 top lists Check
  16. 58 -

    Bridesmaids

    2011, in 8 top lists Check
  17. 73 -

    Roxanne

    1987, in 2 top lists Check
  18. 50 -

    Sleepless in Seattle

    1993, in 8 top lists Check
  19. 55 -

    You've Got Mail

    1998, in 4 top lists Check
  20. 65 -

    As Good as It Gets

    1997, in 9 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. 28 -

    Knocked Up

    2007, in 4 top lists Check
  23. 70 -

    Lars and the Real Girl

    2007, in 1 top list Check
  24. 35 -

    Coming to America

    1988, in 3 top lists Check
  25. 74 -

    10 Things I Hate About You

    1999, in 2 top lists Check
  26. 45 -

    There's Something About Mary

    1998, in 11 top lists Check
  27. 19 -

    The Apartment

    1960, in 28 top lists Check
  28. 9 -

    Some Like It Hot

    1959, in 35 top lists Check
  29. 98 -2

    Serendipity

    2001, in 1 top list Check
  30. 57 -

    Breakfast at Tiffany's

    1961, in 9 top lists Check
  31. 26 -

    Punch-Drunk Love

    2002, in 12 top lists Check
  32. 49 -

    Juno

    2007, in 12 top lists Check
  33. 17 -

    Moonrise Kingdom

    2012, in 9 top lists Check
  34. 10 -

    Groundhog Day

    1993, in 22 top lists Check
  35. 7 -

    Le fabuleux destin d'Amélie Poulain

    2001 — a.k.a. Amélie, in 27 top lists Check
  36. 47 -

    Silver Linings Playbook

    2012, in 7 top lists Check
  37. 53 -

    13 Going on 30

    2004, in 1 top list Check
  38. 69 -

    About a Boy

    2002, in 1 top list Check
  39. 36 -

    Adam's Rib

    1949, in 8 top lists Check
  40. 54 -

    Appropriate Behavior

    2014 — a.k.a. Appropriate Behaviour, in 3 top lists Check
  41. 85 -1

    Beginners

    2010, in 2 top lists Check
  42. 33 -

    Born Yesterday

    1950, in 10 top lists Check
  43. 92 -2

    Boy Meets Girl

    2014, in 1 top list Check
  44. 13 -

    Bringing Up Baby

    1938, in 23 top lists Check
  45. 79 -

    Bull Durham

    1988, in 8 top lists Check
  46. 67 -

    But I'm a Cheerleader

    1999, in 3 top lists Check
  47. 89 -2

    Chalti Ka Naam Gaadi

    1958 — a.k.a. That Which Runs Is a Car, in 2 top lists Check
  48. 30 -

    Clueless

    1995, in 8 top lists Check
  49. 93 -2

    Desk Set

    1957, in 1 top list Check
  50. 76 -

    Dilwale Dulhania Le Jayenge

    1995, in 5 top lists Check
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Last updated on Feb 4, 2022 by PeacefulAnarchy; source