Two years ago we went via the Chicago route.
Of course this is from KMGY but the route KMGY, KUGN, GRB, 6Y9 is 4:09 with todays winds
Through MI I have KMGY, KGLR, KSIX, ISG, 6Y9 and 4:21 with todays winds.
Using KMGY, KLDM, MNM, 6Y9 I get 3:54 with todays winds.
The trick is altitude over the lake so if you need to take on fuel you need time to climb to an altitude you are comfortable with to cross the water. It is preferred to land light at 6Y9 so you are light heading out. Clintonville is a good place for economical fuel on the way home. (Ed's Choice IIRC)