Your hunting may change, doesn't mean it will end,
You will just have to go further and less often,
I'll still have lots of lands to hunt, how far is pike cty from chicago?
Learn the state lands,
As for work? Chicago still is a commodities center, maybe can still find work in ag in chicago or nearby, wholesaler/distributor, national/int'l sales etc..
As for your guns, its chicago, don't forget to check regs to keep your guns legal.
Also, maybe as a compromise, as a place to live, look for suburbs closer in direction of statelands,she can commute 45mins-1hr or so, and can place you that much closer to hunting lands