If you have decent corporate rates at the Four Seasons or Trump- either one will be good. Get a room with a view if it is not a bank buster.
There is really so much to do in Chicago- maybe narrow down what you are looking for?
A lot of people rave about the Rick Bayless restaurants- and they do have a nice vibe and are very busy- be sure to book in advance or better have your conceirge do it for you.
Enjoy Chicago.