This achievement just requires you to be "in the air" (any time your feet are not on a surface) for 60 minutes. This is cumulative over all worlds you enter, whether your own or a friend's. It counts time spent falling, jumping, flying, or grappled to a wall/ceiling while wearing wings or any flying accessory (even when you are stuck in cobwebs - thanks DottyRoxy69).
This does come naturally with regular gameplay. You only need 60 minutes total of air time while wearing wings.FASTEST SOLUTION
***Same as 360 version***