You're in Rockford, IL? My suggestion, when you do get the camper, do a weekend trip somewhere close (Rock Cut State Park is right there for you). This will give you an idea of things you may need for the longer trip, also will help familiarize you with the TT, dump station process, etc. We did something similar when we first got our TT, went to Starved Rock for a weekend. Sort of a trial run, close to home, so anything you forget is not a big deal. Have a notepad handy, get an idea of what things you need. Planning a trip from Chicago to Yellowstone this year, but we've got a year of experience under our belts now, its amazing how much and how quickly you'll learn the ropes.
We did 2 trips to the east coast last year, and stayed at campgrounds along the way, also a couple times stayed at Camping World parking lots. They're a step up from Walmart, because they have a dump station and sometimes power hook up as well.
Plan your route, figure your driving times and where you want to be when, and just google "campground near XXXXX zip code" tons of results. There are also apps for dump stations and places where you're allowed to overnight (such as walmart, Camping World, Cracker Barrel, etc) and campgrounds.