Okay so that was annoying, but you want to know what else bothers me?

The lack of transit oriented development in Chicago, for example here is the Damen Station on the Blue Line

It's got some density and shops, including several apartments but a lot of the area around it is also detached single family houses, they are dense single family houses but still detached.

Let's look quickly at the building on the corner between North Ave, Damen Ave, and Milwaukee Ave. The Chicago flatiron building

It is 3 story's tall, not bad but it could definitely be taller, it's in a popular neighborhood, wicker park, and is being renovated. If it weren't for the historic district, I feel that 2 or 3 floors could easily be added to the building, which could hold several new apartments and help deal with the high rents in the area