As one who lives in IL, you're going to find more than a few people who believe that Chicago is the Midwest's version of Hell. Mayor Rahm Emanuel and Governor Pat Quinn and Speaker Mike Madigan and Senate President John Cullerton are on Satan's Board of Directors.
Outside of Cook and Sangamon Counties, where Chicago and Springfield are located, these people are reviled by both Democrats and Republicans. These two counties are CORRUPT to their cores and 7 megatons each of “urban renewal” would be appropriate for both of them.
Are you talking about the government or the city itself? The actual town and people are wonderful. Downtown Chicago is one of the most beautiful urban areas in the world.