On the other hand, 3D2 is an excellent destination. Other small airports should take a lesson in how to interact with the local population!
3D2 has a "friends of the airport" type group that solicited a bunch of local business owners for some money and did some marketing while they were at it. They got enough money to put a courtesy car and about eight bikes at the airport for pilots to use to get into town, and those businesses also will come to the airport and pick you up if someone already has the courtesy car. After eating at the Gibraltar Grill, I talked to the owner and thanked him for his support of the airport. He said, "I love the airport!" I asked if he was a pilot - Nope, but he said he gets lots of business from pilots as a result of his support of the airport. THAT is how it is supposed to work!
I don't think I've ever bought fuel there, but it's definitely a favorite stop for us. And looking right now, it appears that 3D2's fuel is 50c/gal cheaper than KSUE.
OP, I would suggest fueling after you leave 2P2. Their runways are pretty short, and while it won't be super-tight, I'd take the extra performance on takeoff, all else being equal.
There isn't much to worry about on that route. Keep the big lake to your right, stay out of the ORD Bravo, and I'd just go ahead and call Milwaukee Approach on 135.87 for flight following when you cross the state line - They don't bite.
(They may give you a different frequency right away.) When you get north of the Milwaukee area, you'll get handed to 127.0 or 127.37, and then up near Appleton you'll get handed off to Green Bay approach, who will keep you the rest of the way up. Green Bay is pretty sleepy as far as TRACONs go, they really only have one frequency that they use (119.4).
Any other questions, give me a shout. I've been flying in Wisconsin for 15+ years and 2000+ hours.