TimeOut's The 50 Best Romcoms of All Time (feb 2020 edition)

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Love – it’s a funny old game. Or at least it is in these films. Here's Time Out's definitive list of the 50 best romcoms.

Like cargo pants and saying ‘as if!’ to people, romcoms were huge in the ’90s, but fell sadly out of fashion in the 2010s. Now, though, that drought looks to be over. Thanks in part to Netflix, we’re in the middle of a romcom revival, with films like ‘Always Be My Maybe’ and ‘Set It Up’ inspiring mainstream Hollywood to start making romantic comedies again.

From Nora Ephron classics to Richard Curtis movies that are so-very-British (and so-very-funny), we’ve put together 50 of the most hilarious romantic comedies and bittersweet romances that’ll leave a lump in your throat and tears rolling down your cheeks.

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  1. 50 new

    Bridget Jones's Diary

    2001, in 3 top lists Check
  2. 49 -

    Much Ado About Nothing

    2012, in 0 top lists Check
  3. 48 -

    My Best Friend's Wedding

    1997, in 3 top lists Check
  4. 47 -

    It's Complicated

    2009, in 1 top list Check
  5. 46 -

    Muriel's Wedding

    1994, in 3 top lists Check
  6. 45 -

    While You Were Sleeping

    1995, in 2 top lists Check
  7. 44 new

    Crazy, Stupid, Love.

    2011, in 0 top lists Check
  8. 43 -

    Sleepless in Seattle

    1993, in 8 top lists Check
  9. 42 -

    The 40 Year Old Virgin

    2005 — a.k.a. The 40-Year-Old Virgin, in 5 top lists Check
  10. 41 -

    Roxanne

    1987, in 2 top lists Check
  11. 40 -

    Something Wild

    1986, in 5 top lists Check
  12. 39 -

    Jamón Jamón

    1992 — a.k.a. Jamón, Jamón, in 1 top list Check
  13. 38 -

    Les amours imaginaires

    2010 — a.k.a. Heartbeats, in 0 top lists Check
  14. 37 -

    10 Things I Hate About You

    1999, in 2 top lists Check
  15. 36 -

    Gregory's Girl

    1980, in 10 top lists Check
  16. 35 -

    The Princess Bride

    1987, in 19 top lists Check
  17. 34 +16

    Notting Hill

    1999, in 6 top lists Check
  18. 33 new

    Long Shot

    2019, in 0 top lists
    Check
  19. 32 -

    Eternal Sunshine of the Spotless Mind

    2004, in 28 top lists Check
  20. 31 -

    Top Hat

    1935, in 14 top lists Check
  21. 30 -

    The Wedding Singer

    1998, in 3 top lists Check
  22. 29 -

    The Purple Rose of Cairo

    1985, in 7 top lists Check
  23. 28 -

    But I'm a Cheerleader

    1999, in 3 top lists Check
  24. 27 -

    Gold Diggers of 1933

    1933, in 11 top lists Check
  25. 26 -

    Say Anything...

    1989, in 3 top lists Check
  26. 25 -

    His Girl Friday

    1940, in 22 top lists Check
  27. 24 -

    Four Weddings and a Funeral

    1994, in 13 top lists Check
  28. 23 -

    The Apartment

    1960, in 28 top lists Check
  29. 22 -

    Guys and Dolls

    1955, in 7 top lists Check
  30. 21 -

    There's Something About Mary

    1998, in 11 top lists Check
  31. 20 -

    The Lady Eve

    1941, in 20 top lists Check
  32. 19 new

    Moonstruck

    1987, in 10 top lists Check
  33. 18 -

    I Know Where I'm Going!

    1945, in 13 top lists Check
  34. 17 -

    Sommarnattens leende

    1955 — a.k.a. Smiles of a Summer Night, in 14 top lists Check
  35. 16 -

    The Shop Around the Corner

    1940, in 14 top lists Check
  36. 15 -

    Bringing Up Baby

    1938, in 23 top lists Check
  37. 14 -

    Pretty Woman

    1990, in 12 top lists Check
  38. 13 -

    Ninotchka

    1939, in 20 top lists Check
  39. 12 new

    The Big Sick

    2017, in 2 top lists
    Check
  40. 11 -

    Clueless

    1995, in 8 top lists Check
  41. 10 -

    It Happened One Night

    1934, in 29 top lists Check
  42. 9 -

    Roman Holiday

    1953, in 14 top lists Check
  43. 8 -

    Fucking Åmål

    1998 — a.k.a. Show Me Love, in 6 top lists Check
  44. 7 -

    The Philadelphia Story

    1940, in 22 top lists Check
  45. 6 -

    Punch-Drunk Love

    2002, in 12 top lists Check
  46. 5 -

    Groundhog Day

    1993, in 22 top lists Check
  47. 4 -

    A Matter of Life and Death

    1946, in 23 top lists Check
  48. 3 -

    Harold and Maude

    1971, in 22 top lists Check
  49. 2 -

    Annie Hall

    1977, in 34 top lists Check
  50. 1 -

    When Harry Met Sally...

    1989, in 16 top lists Check
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Last updated on Mar 25, 2020 by Lonewolf2003; source