Traveling from WI to MA with new TT!! HELP!!

You can do that trip in 2 days, the only problem is you have only planned 1.3 days to do it in. You don't say where you are starting from in WI, but the challenge is to get around Chicago in decent time. You've got 8-9 hours from the WI/IL line to Cleveland. I prefer to take 86/88 across New York, No tolls and a lot less traffic than either 90 or 80. I will be heading that way in less than 2 weeks, 3 days, 1700 mi from ND to NH.