This discussion of the top philosophical songs is hard to resist, but I don't think I can bring myself to come up with a top ten or fifteen. Songs can raise (perhaps unintentionally) philosophical issues, or pose philosophical questions, or propose answers to such questions, or deal with them in some other way. For instance, Gong's "You Can't Kill Me" ("You can kill my body, baby, but you can't kill me") provides an opportunity to ask questions about personal identity; Psychic TV pose the question of free will in "Roman P" ("Are you really, really, really, really free?"); one kind of theory about perception is ruled out by the Adverts in "Gary Gilmore's Eyes" ("The eye receives the messages, And sends them to the brain./ No guarantee the stimuli must be perceived the same"); and Morrissey likes to joke around with philosophical questions (e.g. "I could have been wild and I could have been free/ But nature played this trick on me"). But is any of those songs really philosophical?
There's no shortage of songs with an ethical or political message, of course. Action Pact's "People" comes to mind, with its attempt to argue that you shouldn't treat people badly because they are people. (I'm still not sure whether that's brilliant or stupid.) Perhaps the most interesting ones, though, are the ones that aim for some bigger point: The Kinks' "Shangri-la" and "Big Sky," or Roxy Music's "In Every Dream Home a Heartache". I can't think of one that's genuinely philosophically interesting, but there are some good lyrics out there. And even bad lyrics can be fun: "Make the world your priority/ Try to live your life ecologically" is as funnily painful a rhyme as I can think of. It's a good song too ("Sweet Harmony" by The Beloved).