We drive from Ottawa to Syracuse, and always fly JetBlue. We have seen the prices as low as $69. each way, but i think that was back in 2006. We tend to book early...as soon as the dates are released. I think last time we paid about $1150. (CDN) or so for the 4 of us. Almost every time, though, if we had waited, WestJet or AirCanada had a seat sale from Ottawa that would put us within $300 of the price from Syracuse.
We always go down the night before and stay at a hotel with a Park n' Fly rate, so even for $300 more, not having to pay for the gas and the hotel would have made it about a $100 difference, so we definitely would have flown from Ottawa. I just don't have the patience to wait, and I would worry that if I counted on a seat sale, instead the prices would quadruple or something and we would not be able to fly at all!