My Wee-Strom carried me from North Dakota (just west of Minnesota) to Toronto in two days, each about 1000 kilometers. This ride used mostly US-2, which is a fine highway across Minnesota and Wisconsin and Michigan to St. Ignace MI at the north end of the Mackinac bridge. I used mostly I-75 in Michigan and 402 and 401 in Ontario, because I was more interested in reaching Toronto than in seeing Michigan or Ontario, which I see plenty of in any event.
US-2 I recommend. 401 and 402 and I-75 I do not. I agree you should plan to take 3 days to cover that distance. On the way back home, consider going north of Superior, and/or going through Manitoulin Island and taking the ferry to Tobermory, then 6 down the Bruce peninsula and 10 back to the vicinity of Toronto.
Enjoy your ride. Both the bikes will be ideal for that run, but the rider on the 250 will feel more tired than the rider on the 650, because size generally matters, and in this circumstance, it pretty much does.
P.S. One thing about the border with Michigan. Detroit is much more trouble than Port Huron. Bikes cannot use the tunnel, and the bridge is poorly run, so every possible hassle is more likely and more of a nuisance. Cross at Sarnia instead.
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