My biggest consideration when doing a drive vs fly decision is time. If I had the time to drive I really don't mind driving. But for me, if I have a week off work, I want to spend as many days at Disney as possible, typically 8 days. If I drove I would only get 5 park days max. Add to that, that I would arrive exhausted because for some reason driving makes me tired. I would also get home from vacation even more exhausted than usual. I'm not willing to sacrifice 3-4 park days and starting off my vacation exhausted to save the flight money.
Now if through some act of magic I had more days off from work and could spend the extra days driving and still get my 8 park days in, then maybe I would drive. Especially if there was something cool along the way to see.
I'd say, if you have the time, and you don't mind driving, go for the drive.