Hey Trio- First of all, it's great that you have prioritized your education. I wouldn't jeopardize that, so keep on track there.
There are options for you- getting your first couple loans is much easier than it will be as you get older. There are programs out there for first time home buyers- you can pay VERY little down. I'm not an expert on the Chicago market, but from what I've seen you should be able to get into your first duplex, maybe event your first couple duplexes, for just a few thousand dollars. Where it gets tough, especially if you aren't working full time, is that banks don't give you much credit for rental income, which makes your debt to income ratio look undesirable, at least in their eyes.
I'd recommend a couple things- work a flexible job where you can earn tips- deliver pizzas, maybe drive an Uber, something like that where you can build up a few thousand bucks in cash for a down payment over a few months. In conjunction, start a relationship with a regional bank or credit union where they understand what your goals are. I'll bet if you connect with some other investors from Chicago on here, they will be able to recommend a few banks for you to check out. If a bank knows and trusts you, they may offer you in house products that have a little more flexibility than a conventional mortgage. It wouldn't hurt to find another local investor that you can do some grunt work for in exchange for some mentoring.
In any occasion, keep reading and learning. There are infinite ways to be involved in real estate and you can never know too much. Best of luck!