Technically, Cohran is from Mississippi then St. Louis, but I'll claim him for Chicago anyways. The dude help found the AACM and played with Sun Ra during his tenure in town. When that astral dweller split, Cohran decided to stay in town and remains here to this day (as far as I know) , so I'd say he's Chicago as fuck. This is one person whose rediscovery just thrilled me. He definitely deserves all the respect he's been garnering these last few years. All of his albums are mandatory owns.
Luke Eargoggle / Stranger Destiny (1999-2009) 
9 minutes ago