I live near Midway I'll do it but next Tuesday would be better for me since I will be up in Waukegan to drop someone off from the Madonna concert.
You will get a safe drive that is pleasant quiet and smooth in a 2014 Chevy Cruze with 37000 miles. I'm on star safe with XM music. Garmin GPS
If you are superstitious the car has route 66 plates and the slogan is "where the road begins.".
Have a great trip!