I'm also considering a move to Tampa in the next few years and a UAL commute to either EWR or IAH. My kids will all be out of the house in a couple years. The way I see it I'll be saving over $1000/month in state income taxes alone. Beyond that add no need for a crash pad and I'd just as soon buy 3 or 4 airline tickets a month if I have to and be able to live where I want to live and still come out ahead.