It's going to take you a lot longer than 3 days to get from Yellowstone to Chicago only driving 5 hours a day.
Day 1 - Yellowstone to Billings via the Beartooth - 4 hours or so
Day 2 - Billings to Rushmore area - 6 hours
Day 3 - Rushmore area to Sioux Falls - 6 hours
Day 4+ - Sioux Falls to Chicago - 10 hours