I think the worst confused airport story I've heard was the poor chap who was aiming for SYD, Australia, letters got transposed during booking, and he ended up on a plane to SDY, Montana instead. And apparently didn't pick up anything was wrong until he was connecting in Denver and found himself thinking that the Cape Air Cessna at the gate was just a wee bit small to go over an ocean. (SDY is a tiny place and only has air service because of the EAS subsidy program)