Your list is deeply sad: Here are a few nominees I'd add to "the saddest songs of all time"

An even sadder Hank Williams tune, and a bit of a rarity compared to "Your Cheatin' Heart" (in fact, I don't think it was ever released:

https://www.youtube.com/watch?

v=qoYrRZ97QCg&t=55s

three by Phil Ochs, who ended up choosing to die in his mid-Thirties:

Rehearsals for Retirement:

https://www.youtube.com/watch?v=a9km20oSLb8

Doesn't Lenny Live Here Anymore?

https://www.youtube.com/watch?v=f1XvR0FEXMY

I'm Tired

https://www.youtube.com/watch?v=gTnfT7MCoPI

And this, from the more recent, atmospheric band Beirut: