Hopefullt I help just a little. I can't give you much on the airfare other then if there is a chance you can take Airtran once your in the US, take it. I have found them to be reasonable. Southwest too. The big companies seem to be more expensive. When you get to the resort, if your just going to be there for sleep, do POP. Not worth spending all the extra money for the monorail. If you want something abit nicer, go a moderate. We love Pop, just be sure to ask for a prefered room. Gets you closer to the buses and dining. The only thing I didn't like was there is no cover over you while waiting for the bus. So if it's hot, it's hot. Other then that, the value is great. I have friends that stay in the Poly and the wife hates it. But anyway.... I would shoot for the Pop if your there to sleep and run out to play. WHy spend more money on a place your never gonna be at???? As for when to go. I would put a $200 deposit on Sept if I were you. Don't pay if full till you have to just incase the free meal plan pops up. We have gone in Sept many times and got the FDD. The crowds are so little you'll run on everything in no time. And do the water parks if you can swing it...If you can't switch your hotel to the CB and get the prefered room there. My kids love the pool there. Good luck