This list is not meant to be definitive or touristy. It's kind of idiosyncratic really. Some of the Stuff here is definitely for tourists. Some of it is more for locals. I've tried to list them geographically, and though I've tried to avoid it I'm sure my NW side residence shows. I've borrowed the title "Everybody Hates a Tourist" from a previous list-building website. It's not meant as a dig against tourists. We love tourists here in Chicago. It's just a name that catches nicely in the head.
Feel free to give me suggestions for what ought to be on the list (firstname.lastname@example.org).