We had a great time staying at Kathy and Margaret's place for Riot Fest 2019. The place is centrally located to all parts of Chicago which makes scalability very manageable.
Everything seemed to be within a 15 minute rideshare or for immediate needs, a 10 minute walk. There were great accomodations in the place and a great guide on what was nearby for quick exploration. I would love to consider this place again if I ever find myself back in Chicago.