My girlfriend and I recently stayed at Ruben's place and we have some mixed feelings about it.
The space is very welcoming. Everything is updated and the home is generally quiet. Ruben and his parents were very friendly and accommodating. We had an issue where our flight was cancelled and delayed our departure to Chicago for a day and Ruben graciously offered to refund us for the day we missed.
The location could not be any better. Just steps away to Taylor street with its amazing restaurants and nightlife and only a short uber/Lyft ride away from almost anywhere in downtown Chicago.
One of the things we were looking for specifically was to have, essentially, our own floor and bathroom. We realize it's not very often you find this in an AirBnB but seeing as the listing offered us our own private room, bathroom, and living room in a duplex home, we thought that was what we were getting. But when we arrived, we realized that either Ruben or another family member had a room right next door/sharing a wall with ours and we could hear them talking/the television on. While they did not intrude on our space during the time we spent there, we did not feel as though the living room space was really private since they would have to walk through it to get to the upstairs space/bathroom when they needed to.
Also, we found that we needed to buy a small fan as the room got very warm. The hallway/living room area seemed very cool, but the room itself did not cool down. There may have an issue with the vents in the room.
We also had a slight issue with the cleanliness of the space. We had quite a hard time battling fruit flies and spiders in the bedroom and the bathroom could have been a bit more clean. Specifically, the shower door which had some mold growing in the caulking and some hairs found lingering around the shower.
Overall, we enjoyed our visit to Chicago, but wish the listing had been a bit more clear in its description and the space had been a bit more clean.