Ravenclaw said: "My current recommendations would beLookingglass Alice (Lookingglass Theatre) andThe Luckiest (Raven Theatre). As for shows that haven't opened yet, I'm keeping my eye on Godspell (Theo Ubique), cullud wattah (Victory Gardens), Life After (Goodman), Choir Boy (Steppenwolf), and Paris (Steep Theatre). As they haven't opened yet, I can't speak to the quality of these individual productions, but these are all great companies that consistently do excellent work and will give you a real "Chicago Theatre" experience."
^^As a supplement to this comment, I would add that Choir Boy is an exquisite play, and I thought Paris was a pretty good play too. Wasn't a fan of Cullud Wattah. Haven't seen the rest (well, except Godspell, which is...Godspell).