Mark10....
A couple of additional questions I woudl have to ask...do you see yourself staying mostly on pavement or do you want to get into the more rugged backcountry? Also, you referenced Chicago and wanting to drive this truck when not camping...would you have to drive into the city with it or are you in the suburbs?
Depending on how you answer these woudl sway my thoughts (as a side note I'll be in Princeton, IL in May of 2016 if you'd care to check out my rig...which might be for sale by then so who knows:)). Anyway, we are a little younger still with children, but we have a Ram 3500 dually carrying a 2016 Lance 1172. My wife and I have commented on numerous occassions that if it were just the two of us we could easily spend several months in our rig comfortably!!! The great thing about ours is the rear couch which makes a very comfortable place to relax at night as the couch also has built in recliners! So if the weather isn't suitable for sitting outside, you can comfortably relax in your recliner and watch a movie or read a book.
Additionally, we love not having something towing around behind us! If DW sees something that tickles her fancy we can very easily swing off the road and stop in just about anywhere...this wasn't the case when we had our 40ft 5th wheel! Additionally, being completely self contained with solar and generator makes us very independent.
I guess I'd say that if you don't have to drive into Chicago with this truck and you are't planning on climbing the side of a mountain with your TC then get the biggest truck and camper you can afford. Feel free to PM me if you have any questions or want to try and check out our rig in May '16.
Semper Fi
MGuns