I didn't really know what to write about for the Chicago unit. But to focus on the theme of the city of fact and the city of feeling. I decided to take the idea of Chicago gangs because each gang in Chicago has a certain area to which the claim as their territory and therefore there is feeling tied to the psychically of the area as well.
There has been a written history of gangs in Chicago by the University of Chicago and their site I thought it had a lot of information on uncovering the stereotypes of what is put out by mass media. Another source I thought was interesting was an NPR story of a sociologist Sudhir Venkatesh who wrote a book about being a part of the Black Kings as field work for his doctorate. His book "Gang Leader for a Day" came out in 2008 which tells his stories of when the gang leader J.T. gave him the reins to be the leader of the Black Kings for the day. I don't know if what Venkatesh did was successful as finding an inside into what it means to be a part of a gang to have the psychically of your neighborhood mean so much. Here's the link to the npr book interview.