I just watched Fletch again - it's probably been ten years since I last saw it - and although it's probably not everyone's idea of a classic '80s film, I think it's pretty funny. There were a number of typewriters in it, but most notable was Fletch's personal typewriter, a Royal HH, and a SG3 on the desk of the real estate office that he broke into.
Trumbo was a great film, as was the IBM Model B Executive that he used in it, but I wonder if the real Trumbo used that model? The only photos that I've seen of the man with an IBM featured the standard Model B.
However, the most notable - and funny - recent typewriter film reference showed two women typing using two standard machines that I didn't recognize, and their carriages weren't moving at all despite their fingers frantically working the keys. Mime typers? I wonder if the machines were too loud for the scene and the two extras were told to pretend that they were typing instead? Unfortunately, I don't remember the film - I think it was from either the Avengers or Capatain America franchaise - but it will come to me eventually.