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I wouldn't set up hotels along the way. The most important thing is avoiding the big cities like Chicago, Cleveland, Des Moines etc. during their rush hour times. In fact, I wouldn't want to stay near the big cities for overnight hotels because the costs will be higher.
Just enjoy your trip.
I'm more of a night driver myself. You make much better time with just you and the truckers on the road. The downside is that sometimes you have to look a little more for a hotel when you finally need some sleep. Actually, that can work out because if you get a little farther off the interstate the costs are lower and you don't hear the trucks all night long.
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