Planning a Road Trip

I am planning a 2 week trip and I am afraid that my productivity at work may be slipping. Fortunately my boss rides and is understanding. I have 15 days off to fly back to Illinois to pick up the 2003 Harley Dyna FXD that I bought on eBay. My wife and I are riding first to St Louis to visit freinds then across Nebraska to Cheyenne, WY. From there the plan is free-form with several days to dink around Yellowstone, Billings & Cody. We will most likely come out through West Yellowstone and up to Butte then over to see some other friends by Missoula. Then to Spokane, WA and home to Oregon. 2,600 miles in 10 days and no, we are not camping, this is a Motel 6 type of trip. Hoping for dry weather and no tornados.