I wish I could help you out, but unfortunately I'm in no position to do so. The only private land I personally have access to does not allow me to bring other hunters with me, otherwise I'd be more than happy to have you out on a hunt. And like you said, land anywhere near the Chicago suburbs to hunt on is extremely hard to come by, and when you do find a spot you're smart to hold onto it for dear life.

The only thing I can tell you is to keep hunting as much as you can and as hard as you can, and eventually good things will happen. Keep door knocking, ask around online, ask people at your local bow/sporing goods store, put an add in the paper, do whatever it takes. There are some decent hunting opportunities on IL public ground as well, maybe someone can take you out and show you a few pointers?

If all else fails, look into saving up some money fora lease or a semi-guided hunt somewhere. You can still find some semi-affordable hunts out there, and maybe you'll even be lucky enough to find someone willing to cut you a deal on an early or late season hunt for does only.

Good luck with your search, and don't give up!