@cbq9911a posted:I'm in Chicago, so I'd leave Wednesday after breakfast, overnight en route, and arrive Thursday morning.
Well, there's your problem. Try leaving at 7-8 p.m. on Wednesday. Drive 2-3 hour shifts with the other driver and be disciplined about trying to sleep during your rest shifts. You'll arrive at 6-7 a.m. with breaks. Sleep for another 4 hours, have a big lunch and you're ready by midday.
What? It's just you? Leave at 7 p.m. Drive until midnight. Sleep two hours. Drive two hours. Sleep two hours. Drive two hours. Sleep two hours. Drive to two hours.
The latter is doable, but I recommend going with a driving partner or two.