When you say Maritimes do you include Newfoundland? For the drive back through the States, I'd budget less time and try to get it over with once you hit what you want out east. The trip through North Dakota is pretty dull. Keep your wife with you for the way home so you can share driving and just get it over with! It's 24 hours of driving from Chicago, so you can push through pretty quick if you want.
The alternative is to try to enjoy it, and there are things to do, probably more west into Montana. But I'd dedicate a separate trip for that stuff. Maximize your time out east.
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