Great value, beautiful house. Chicago is one of those cities where the map makes everything look smaller than it actually is. The house is, thus, a bit farther from the city than it seems, but perfectly accessible by train with a very close station nearby.
The area of town he's in is a little sketchy, but Chicago is an amazing city for how kind, friendly and considerate the citizens are. And that is from the richest to the poorest. The early morning drunks wished me good morning, and I had some very pleasant conversations in the neighbourhood and on the ride into town with those heading into work or coming back, both day and night. Very, very different vibe than most US cities that I have been to, especially for an eastern city... and I am a seasoned traveler who has dealt with a lot of dangerous situations. The poverty of the region also means that there aren't a lot of services near the house, so buy your groceries and do your banking before you head home.
Honestly, had a fantastic stay. I was pleasantly shocked by how amazing this place is and would recommend it to anyone. The city is dirty and cold but the people make it very warm and welcoming. If you have a reason to go to Chicago, do so, and if you need a place to stay I doubt there is a better airbnb for this value. Ryan was in contact when needed. I missed his email with entrance information, but he was quick to respond to a call and help me settle in. Everything was provided in advance and well prepared. My biggest issue was that my room did not have a private lock on it. He assured me that he doesn't have any problems, but I'm a cautious traveler and ended up carrying a few more valuables into town with me every day. Otherwise, great facilities, beautiful house, overall, a very pleasant stay.