We almost always drive. We wait til morning rush hour is ending in Chicago then hit the road. By timing it like that we don't have any major traffic problems and drive straight thru. Usually stop for a couple hour nap in southern GA. We stop fairly often which stretches the drive to about 23-24 hrs but we aren't ready to kill each other by the time we hit WDW so it's worth it. And driving is a lot cheaper than airfare for 5 people.