Kelly's place is in a cute part of town that's north of downtown Chicago. It's not exactly walking distance to downtown, but if you hop on the subway, it's a short 20-30 minutes to town. I loved the Walgreens just next door to the apartment as well as a Hertz rental/garage next door! It's also surrounded by tons of pizza joints and bars.
As for the place itself, it's on the top floor of the building, so be prepared to carry your luggage up some precarious stairs to the top. Other than that, the place itself was adorable! It's clearly been remodeled and the kitchen looks fantastic. The neighborhood is safe and quiet, so I had no trouble sleeping at night. And Kelly left us plenty of sheets, pillows, blankets, and even an air mattress to use.