Dinner at Blackbird needs to be on the list. My meal last night was extraordinary.http://www.blackbirdrestaurant.com/u...pdf?1265927782
Also, if there is an event to your liking at The Auditorium, then definitely attend - it is an exquisitely gilt opera palace. We saw David Sedaris there last night night and loved it.
For some of the best italian food I have ever had the privilege to enjoy, La Scarola can not be beat.
Zagat, 2004, Rated Excellent
"You feel like Grandma is going to walk out of the kitchen and pinch your cheeks."
Finally, for breakfast - at any time, you simply must go to the original pancake house. Plan on splitting an omelet or an apple pancake - they are unreal (and huge). The pancake is really more of a baked souffle splooged with awesomeness.http://www.originalpancakehouse.com/
Shedd aquarium is very nice, but, and this may be because I went on a weekend, it was overcrowded.
As to the architectural tour - took it and enjoyed it thoroughly - the city is truly amazing. I hope to return soon.