I do think bratkinson is correct that the ride up the Mohawk Valley from Schenectady to Utica, visible from the left (south) side of the westbound train, is one of the most scenic parts of the trip from Albany to Chicago, and by late May you should cover almost all of that in daylight if the train is on time.
The next morning, you would get a few views of Lake Erie from the right (north) side, including from a causeway west of Sandusky, but these would all be before 6 a.m. if the train is on time. West of Toledo, I'm not sure either side is particularly more scenic for most of the distance, though you would see Lake Michigan out the right-hand side on the approach to Chicago.