Sort of in the same boat. We're looking to fly out Oct. 26 and are debating if we should book now or wait. Round trip is $395 per person from Milwaukee. That's really high compared to what I've paid in previous years for approximately the same time frame. I'm gambling that it'll go down a bit. Although, the return flight just went up $10 this morning. Not what I was hoping for. But sometimes Airtran does that, and then next week, they'll drop it back down. I usually book about 3 - 4 months out, so I'm going to wait a bit and see what happens. There are sill plenty of open seats on the flights we want.