In python2, that's trivial. Whatever system you're on would normally be configured so that filename bytes dumped to the terminal would be displayed correctly, so you could just treat the strings as bytes and it would be fine.
In python3, it was a nightmare. No, you could not just decode from/encode to UTF-8, even if that was what your system used! Python had its own idea of what the encoding of the terminal was, and if you used the wrong one, it wouldn't let you print. And if you tried to convert from UTF-8 to whatever it thought the terminal was using, it would also break, because not all characters were representable. And your script could just not tell Python to treat the terminal as UTF-8, either; you had to start digging into locale settings, and if you tried to fix those, then _everything else_ would break, and nobody had any idea what the right thing to do was, because you were using an obscure OS (the latest macOS at the time).
I assume that it works better now.