Spazz "A Prayer For The Complete And Utter Eradication Of All Generic Pop-Punk"
A bit shy of forever, but it does need to be listened to at least four times in a row for me.
Once a friend and I listened to "Never Going Back Again" by Fleetwood Mac on repeat for quite a few times on a road trip. For some reason it worked. Maybe because of the ostinato, so it can loop back onto itself. Not that it's the greatest song ever or anything.
Perhaps Pink Floyd "Atom Heart Mother Suite" because it's so long you might not notice the repeats.
Ulver-Bergtatt
"Svelen gaaer bag aase need"
It has an acoustic guitar\flute intro that is so beautiful I had to cut it out of the rest of the song and loop it with crossfades so it works like a longer, continuous tune of its own.