Anarchy99, I moved to Chicago 2 months ago beacause of a new job. One bedroom seems to range from 1600 to 2500+ within the loop. If you can live with two people in a room, you may find a place within the range you mentioned.
I am looking for a roomamte so that we can rent a two bedroom and save some cost. If you may consider this option, please let me know. We can find a place that works for both of us.