How can I delete song from both playlist and iTunes library? How can I delete a song both from a playlist and the iTunes music library when viewing the playlist in iTunes 12.0.1.26.

I've tried several key combinations with Backspace and Delete (in the Editmenu) is disabled.
Simple…

 Alt ⌥  Right Click &amp; you get the option to Delete added to the context menu



Alternatively - press  Cmd ⌘   +  Alt ⌥   + ← backspace
see Deleting songs on computer from an iTunes playlist