Thanks guys.
1) After more internet searching: IL does issue a "7 day permit" ($10) for out of state residents to transport a vehicle. Now I just need to figure out where/what time to get it and make sure my the travel plans put me there during business hours. Im sure I'll have to stand in line somewhere... (I'll take my plates as a backup)
2) Im pretty sure its a blank buyer field on the title but will make SURE. I've had a friend w/ that problem and it was a PITA. Im just wondering what MD will think of the sale date possibly being ~2yrs ago (if they notice?) Technically, I'll bet its not illegal to buy a vehicle and never title or drive it. So if they notice I might get guff over it from the mva but Im *HOPING* they don't give me too much trouble.
FWIW, driving w/ tags on the wrong vehicle in MD is a sum 'donation' of ~$350 IIRC. Been there, done that. Oh, and it also helps while you're doing it that your buddy riding shotgun doesn't yell 'COP!' and plainly point at him though the window. That doesn't get the cops attention at all