People at work kept telling me to fly.
"What would you rather have, 19 hours in the car, or fly and be there in 2 hours?"
I chose to drive 19 hours because we would actually get there earlier!
No matter what, we were arriving in Disneyworld on Saturday and leaving the following Saturday. The vacation time isn't any big deal, I have 4 weeks and my wife can take off what she wants (doesn't get paid for it all, but doesn't get paid much anyways.)
Flying we would get up at 6 am to get the kids ready, 2+ hours to the airport, and the earliest flight I could find was 10 am. I could only find a layover in Atlanta (I think) and we would arrive at Orlando around 6 pm. Then there would be finding baggage, getting to the resort, checking in, lugging everything up to the room, etc, etc. Sure the actual in air flight time would be 2-2.5 hours, but overall, much longer.
Driving, we left a day early at 4 am. Had a fantastic drive, West Virginia and Virginia is beautiful and we didn't hear a peep out of the kids (6 and 9) the entire trip. Stopped in Savannah overnight around 6 pm. Left at 7 am from Savannah and by noon my kids were standing in front of the castle at Magic Kingdom. Got a text message around 3 pm that the room was ready, ate dinner in MK around 5-6 pm, ran back to the resort to unload the luggage from the car, and was back in MK watching the fireworks.