Gypsy Boy wrote:At the moment, my list includes Cafe des Architectes, Avenues, the Custom House, the Gage, Prairie Fire, and even Catch 35.
Cafe des Architectes, Avenues, Custom House Tavern, and Prairie Fire are all roughly 3/4 mile from the theaters in the Loop. That's not a showstopper, but it's going to put some pressure on your meal in terms of time and the need to travel to get to the theater. And can become problematic if it's raining. Besides, there are quite a few places that are much closer, including the Gage and Catch 35.
Given what you've said you're interested in, there are three places recommended by Athena that would be at the top of my list. One is
Cibo Matto, which I really like a lot. The decor is one of those knock-your-socks-off contemporary places that helps make the place really interesting. And I really loved the food there. The menu is Italian but a lot of the items could easily be found on the menu of a contemporary American bistro. One "don't miss" item is the "strawberry" dessert, the one that features the cardamom panna cotta. Sheer bliss.
The second is
Vivere. The menu is somewhat similar to Cibo Matto, in that it hits all the usual Italian notes but it also has a lot of contemporary American bistro type items as well. The decor is so gawdy it's campy, but it works.
The third is
Atwood Cafe. This is another very special place, with its overstuffed seating and the room below sidewalk level so passersby look down into the dining room. I haven't been there since Derek Simcik took over from Heather Terhune - the latter to Sable, which would be worth considering except that it's about a half mile north of the theaters - but I can only imagine that he's keeping up the quality of the contemporary American cuisine there.
All three of these are within a couple of blocks of most of the Loop theaters.
Wherever you go, when making your reservation, make sure to let the restaurant know exactly what time you would like to depart for the theater, and they should be able to pace your meal accordingly. If you're not sure what time to make the reservation for to meet your desired time, call them to ask. Most of the restaurants in the Loop itself seem to be geared to theatergoers and their time constraints, more so than places north or west of the river.