Matt and his place are awesome! The perfect getaway for visiting Chicago. You will not need a car with his place; we returned ours early after figuring that out. The Red Line Subway is across the street and leads to Downtown, and the whole CTA system is efficient and frequent. The neighborhood has major shops and food that is very walkable. The home itself is very well-kept, and we got to meet some of his friends that came over; all very welcoming. The views are photogenic from the patio and upper deck. It's about the same price as a suburban hotel, except it's steps from downtown and major attractions, so win-win. The nice surprise was the private elevator that doubles as the front door. Much enjoyed and didn't want to leave.
Side Note: yes, the L-train (e"L"evated train, different than subway) runs directly outside the bedroom window for anyone extremely sensitive to noise, as it runs very frequently in both directions until 1am-4am downtime. It becomes negligible after the second day or so and you begin to wonder if it's even running, haha. Entertaining to watch, so just get ear plugs and enjoy your stay!