Much of the Midwest is made up of private land.  There are a few vast areas of public land in WI, MN and MI, but the rest of the Midwest is mostly farmlands.  When I was a boy it was easy to get permission to hunt anything I wanted to hunt anywhere I wanted to hunt it.  With the rising population, increased development and greater interest in managing deer, it has gotten harder to find decent hunting opportunities.  Even if you can't afford to buy or lease land, I think there is still a way to be part of the future but you may need to change the way you approach it.

Let's start by taking a look at the challenges faced by private landowners who manage for deer.  First, they may need someone to watch over their place.  They will likely need someone to help with projects.  They will likely need someone to help them shoot does and whether they realize or not yet, they need people to help them remove the mature cull bucks to make room in the dominance hierarchy for better antlered deer.

Unless they have a lot of time, a lot of family or a lot of friends - they are going to need people to help them who are sophisticated enough to understand their goals and challenges and willing to help out.

You will need to be proficient at learning to keep a low impact when hunting.  The landowner or leasor isn't going to want you to mess up their hunting when you are there killing does or shooting cull bucks.  Learn to hunt carefully.

Second, they aren't going to want you to shoot some young up-and-coming buck or a nice mature buck that they would want to shoot.  So you are going to have to learn to age bucks on the hoof (for some help see this video on aging bucks) and you are going to have to learn to field judge antlers.  That way you can demonstate that you can be trusted to shoot the right deer.  You can see a perfect example of "Management Hunting" by watching Episode 14 from last season's shows.  In that episode, Jason Vickerman has permission to hunt a good farm but he can only shoot does and a management deer.

It won't happen overnight, and it doesn't have to.  You likely still have places to hunt, but it makes a lot of sense to learn these skills and start applying them before the time comes.  That way you will be ready to step in if Uncle Bob sells his farm to some city-slicker who needs your help, etc. 

Long-term, we as a deer hunting public will need to kill just as many deer as we kill now.  That means opportunites for people who are trustworthy, willing to work and able to accurately recognize the kinds of deer the landowner wants removed.  That is the future and you can be part of it if you are prepared.