That's what we are planning to do in August. We're going to drive from Halifax to Manchester NH and fly Southwest from there.
It's @ 12 hrs of driving, but with five of us, we figured it wouls be a good compromise betweeen the expense of flying and the exhaustion of driving. I haven't seen flights from YHZ-MCO for our dates for under $550 each since March and we only paid $215 CAD, so even with gas, hotel and parking, we're saving at least a thousand bucks.
I wouldn't try it in February though....
M.