Hi! We are in Kansas (southeast on MO border) and we went to Disney twice last year and drove both times. We LOVE to drive. Or I should say my hubby loves to drive. Have been 6 times now, started going when the kids were 3 & 6 years old. Have drove everytime. We have never had any problems with the drive and our kids are now 16 & 20yrs old and still love going. It takes us about 19hrs or so and depending on what time we leave we can make it pretty far. We Like to leave early morning, like around 5am (hubby gets up at 3am for normal work day) and then drive till about 10 or 11pm. Get up the next morning refreshed and ready to roll into disney early afternoon!!
I just priced out flights on the southwest deal and it would be $1483 for 4 of flying out of KC. That is taking the cheapest non-stop flights on both days. We can drive MUCH cheaper than that, even with gas prices as they are. But it is all relative to how you like to travel and how much time you have is another factor.
When we were budgeting we figured $250 for hotel down/back. We spent right at that amount staying at Hilton Garden Inn and Hampton Inn. And we budgeted $400 for gas. We didn't spend quite all of it. BUT that was in Dec when gas was a little cheaper. Food is easy for us as we aren't big eaters. We mostly ate Subway and such and DH and I always split a foot long. lol
We just like having our car to get around to the parks. We had a little fun on our last trip because our DD decided to test out the buses to see if she could beat us back to the resort (Pop century). Now mind you, it was the week leading up to Christmas and each day it got more crowded. But one time she beat us and the second time we were to our room before the bus even got to the resort.
Soo.. I always vote for driving. But I have never flown, DH loves to drive and it is cheaper! And oh those memories we make while couped up in a car for that long are priceless!! Quality discussion time with teenagers, you can't beat that!
As far as resorts, we are on site people! Love POP for a value. Have also stayed in Caribbean which was our all time favorite (was able to stay 2 weeks there last may).
I will stop now. LOL Just thought I would give you my thoughts since we are somewhat close to you and have driven it many times.
Good Luck and Have a wonderful time!