Though I've posted on Chowhound a number of times before with similar questions (and gotten great feedback), I feel kind of strange doing it on the Chicago board because I went to college there, have been back many times since and know it better than anywhere except my hometown of New York. But I haven't been back since my 3-year-old was born, and though I know plenty of people in Chicago, I don't think any are really going to be able to give me good recommendations on this.
So this coming weekend, I'm going to be in Chicago with my wife, my son and my in-laws for a very close friend's wedding. (The in-laws are driving down from Michigan to babysit during the wedding). That's five of us. Friday is the rehearsal dinner, Saturday is the wedding. That leaves Sunday uncovered for dinner.
Where should we go? Cuisine doesn't really matter, but I'm looking for a place that's well-respected, well-liked, maybe a little hip -- and of course, completely appropriate for small children. My son is a very very picky eater, so ideally this will be a place that offers the standard kids' menu of chicken fingers, etc.
One more thing: I tried searching Chowhound before I posted, and I found a bunch of recommendations like, "Try this place, it's across from Millennium Park!" and "This one is an easy walk from Navy Pier!" I'm not looking for restaurants in the Loop or River North. I'd rather use the opportunity to visit neighborhoods that are less central -- like Bucktown or the West Loop (where we were going to be staying before our Airbnb fell through). Even well-trodden ground like Lincoln Park is fine, though I'd rather avoid Lakeview, where the rehearsal dinner is being held, and Andersonville, where we're staying and will definitely be enjoying brunch.
Specific enough for you? Oh, yeah, and don't forget that Sunday is Mother's Day. So even though my wife's 60-something mother will be with us, I'd like a place where people aren't as likely to take their 60-something mothers -- so no special menus and no need to make a reservation weeks in advance.