I'm sure he's used to driving in snow being from the Midwest, and the Turnpikes between PA and IL generally know how to keep things clear (been a while since I drove it, I know IN is now privatized so.... yikes). The blizzard type-stuff won't extend very far west (Nor'Easters tend to hug the coast), so if he leaves even late Monday night (right when it's getting started, supposedly) and just grabs a hotel somewhere in PA (let's say, west of Harrisburg to be safe), he should avoid getting stuck in anything blizzard-like.
Just, you know... regular old snow... in the twisting roads in the mountains... yeah, maybe get some extra insurance.