If I drive I have to either shorten my time in Florida by 4-6 days, or take an extra 4-6 days off work. The math doesn't make sense to drive once you take that into consideration.
4-6 days? Possibly, but not necessarily. You lose 2 days by flying, anyway ( 1 hour drive to the airport- our drive is 2 hours, 2 hours at the airport, 3 hours flight - if you're lucky enough to have a non stop flight, at least 90 minutes to get to the resort. That is almost 8 hours MINIMUM each way. Most Canadians would take longer.
It's possible to drive from southern Ontario in 2 days. That only requires 2 more travel days than flying.
Like the OP, we use points to stay in enroute hotels. We eat the included hotel breakfasts. Have a quick CS meal or a picnic lunch that we get from a supermarket. And a dinner at a casual restaurant like Cracker Barrel or Applebee's. Gas is a lot cheaper in the States, and gas consumption is pretty darned good, since its almost all highway driving.
We have come to prefer the drive over flying ( when the weather gods smile on us). It gives us a relaxing buffer between our hectic life at home and our hectic stay at WDW. Even with just 2 of us, we save a bit of $$, too.
Now, I won't disagree that for people with very tight time constraints, the cost of flying may be worthwhile. Worth isn't always about the $$, (or the hours).
