Hosts don't get much more welcoming than Michael! He makes you feel right at home straight away. Upon arriving he immediately offered me a drink, we sat and chatted for a while and then he kindly left me to do my own thing. His place is really quirky. It might not be for everyone, but I loved it! Being a loft apartment, the bedroom isn't the most private but it was fine for me. Overall I'd say the apartment is perfect for people traveling on their own or in couples.
His flamboyant rooftop is certainly a highlight of the place, especially if the weather is good. One of the most memorable moments of my trip was sitting out on the rooftop with a very friendly couple who were also staying with Michael through airbnb. We sat out there until the early hours with a couple of beers and enjoyed a great conversation. Michael even came to join us for a while.
The location is fantastic. The apartment is very central and in one of the most popular parts of town. The down side to that is that the apartment building is right next to a night club, so if you're staying over the weekend you'll hear all the music through the wall as well as the people down on the street (Chicagoans love honking their horns at all hours of the day/night ?!). Michael offers some ear plugs though, so unless you're a light sleeper you should be okay.
All in all, I really enjoyed my stay and I'd happily return. Thanks, Michael!