While I-70 is obviously the direct route, it is extremely boring, and will likely put you to sleep....that is, if the wind doesn't blow you off the road. I'm not sure why it's so windy here in Kansas and Missouri, but at times, it's downright painful to ride east or west on 70. 36 is more scenic, but not much more to see than I-70 offers, at least until you get close to the border of MO. I took 24/36 from Kansas City on a trip back to Michigan once.....on a Softail Rocker 'C'......in May. Not the smartest decision I've ever made. It gets downright cold once the sun goes down in Illinois and Indiana. 64 is probably the better ride, but regardless, you're going to be gambling with the weather. I will tell you this: Pack warm gear and rain gear. Be prepared to hate the bike after 350 miles.....probably much sooner. Regardless of how much you ride, that Breakout isn't much more comfortable than my Rocker, and on the return trip from Michigan, we did almost 900 miles in 15 hours. I don't recommend that to anyone. Keep your rides shy of 500 miles if you can afford the time. Rest up, give the ass a break, and you might still like the bike when you get home. It's too bad I won't have any time off any time soon, or I'd make most of the trip back with you, just so you wouldn't be goin' it alone. The girlfriend has been wanting to see the east coast anyway.
Good luck, and congrats on the scoot. Those babies look AWESOME! May I ask which of our 4 dealerships you purchased from?