Daniel's place was great! He had very good communication, even when I sent a message at 9pm. It was contactless entry, so I was able to enter when I arrived. The apartment was clean and a good sized space for being in Chicago. We didn't visit downtown, so I can't speak for convenience to that, but it was very easy to get in and out of the neighborhood as well as find street parking nightly.
We did have one slight issue, which was not a fault of Daniel's at all, but I want to bring awareness to future guests. I have heard that Humboldt Park frequently has festivals and the weekend we stayed there happened to be a very large festival that included a parade in the evening. This closed North Ave in certain parts and made it very difficult to get back to the apartment that night. We were able to eventually find a way to make it back, but were not expecting that before we came for the weekend. I didn't think the noise was too much, especially being in Chicago, and the traffic didn't interfere with the side street the apartment was on.
Overall, I would recommend staying at Daniel's place. It was a decent size, very clean, and a great price, especially compared to a hotel. For reference, we had 4 adults and 2 young kids staying there.