My Dad will be coming to Chicago in a few weeks for a business convention, and he has tasked me with choosing a really great dining experience for the two of us on Saturday, May 19th. Since I'm fairly new to the Chicago dining scene, I figured it would be wise to consult the expertise of LTH in choosing a place that will really knock his socks off. Here are a few things to keep in mind:
Location: He will be driving down from central Wisconsin and picking me up in Evanston to go to dinner. A restaurant near Evanston is not mandatory, but I would like to choose a place within a reasonable driving distance (45 minutes or so), since he will have driven a lot already that day.
Cuisine: The nature of my dad's job is such that he has travelled all over the world for 30-some years. As such, he has had the privilege of many unique and outstanding dining experiences. I would say he is primarily a meat-eater, but also greatly enjoys fish, chicken and lots of other options. As for me, I'm a 21 year old guy so I'll eat anything and love it.

Neither of us has any dietary restrictions or allergies.
Drink: My dad is a wine fanatic (particularly reds), with an extensive wine collection at home. I think it would be nice to try a place that does wine-pairings, but a voluminous wine list would also suffice.
Time restrictions: He explicitly said, "All I have to do Saturday is take you out some place nice to eat." We would like a place to have a very leisurely dinner (maybe in the 3 hour range), to catch up and really enjoy each others company. However, I would like a place that takes reservations so we don't have to wait long to sit down.
Ambience: My dad has a bit of trouble hearing, so a place without a lot of ambient noise would be nice so we would be able to have conversation without straining our ears or shouting. We don't mind dressing up to dine, but a fancy-schmancy place is also not required.
Price: He takes great joy in his generosity toward my sister and me, so this isn't a primary concern. However, I would feel a little bad if I chose a place that cost him the sticker price of a new car.
If there's anything else I can say to help clarify, please let me know. I know this evening would really mean a lot to my Dad!

Thanks in advance for helping me choose a memorable experience!