How can I move my music files from Ubuntu 12.10 to an old iPad classic that a friend gave me?
Or is it possible?
GtkPod works for adding music to iPods (confirmed with iPod Nano 4th Gen), so it might work with iPads as well.
Depending on the version of iTunes, it is possible to install it through Wine. I can confirm through experience that iTunes 8 will install, and works pretty well, under Wine 1.4, but I haven't had a chance to test syncing since my iPod is currently not working.
In my opinion, its worth a shot.
Banshee has a plugin (Edit -> Preferences -> Extensions), which can connect to Apple devices. I didn't try it myself, but maybe it works. You can find Banshee with this plugin in the Ubuntu packages.