I have been ruminating on this one for a while
I would disagree pretty strongly with the Brazilian Steakhouse strategy for a couple reasons.
1. I think we are looking for some place that is regularly cost prohibitive and I don't think 55 bucks for dinner fits the bill.
2. I eat at Fogo, Zed, Texas De Brazill, very often and in the end while they are exciting and tasty the food is a long way from top tier. It is usually over seasoned and while it is endless it is in no way challenging or memorable.
3. Service. It is pretty apparent to me that the staffs at these locations are always trying to upsell rather than service the diner - not quite right for a burgeoning foodie, or any foodie looking for something new.
I am not sure about Sushi Samba. I dropped 700 bucks there once on dinner for two and while it was fun the whole food aspect was relatively low key compared with the atmosphere and vibe. In other words the food was not that memorable while we could have had a better dinner somewhere else and still gotten the Samba experience over some drinks.
The steakhouses in general are interesting and Lord knows I have had some good times and big bills at most of them.
However, I really only appreciate the experience when I know someone on the inside and get a little bit of special treatment. Without some connections I feel the steakhouses to have either a business feel or be somewhat inconsistent in quality.
Alinea. I still have the menu from my first trip there. We did the 30 course with the wine pairing and it was one of the more memorable experiences of my life. 5 1/2 hours flew by and I felt giddy for at least the entire next day, absolutely sublime.
If Alinea is a little over the top I would second Blackbird. It is surprising to me how young the crowds are there sometimes and the food is awesome. Avec would be a great choice and so would Tru.
I kind of lean toward Tru because of menu options like the Black Truffel flight which is pretty easy to appreciate while still being out of the ordinary enough to create a real memorable experience. I guess find the menu at Tru to be very easy and the food to be great while still providing enough challenge to be special.
In the end though, and despite Chicago being one of the greatest food towns in the world, I would start my meal with a plane ride.
Maybe fly to New Orleans and eat at
http://www.commanderspalace.com/ or Try St Lois BBQ in St Louis. Maybe even Drive to Bayfield Wisconsin for the
http://www.rittenhouseinn.com/. Edited thanks to fleurdesel
If a food experience is the goal and money is no object include some regional character in the choice. Growing up my favorite biscuits and gravy came from a tiny little townie place in Indiana not because they were especially good, but because I would ditch school to drive to Indiana to get biscuits and gravy.
“Statistics show that of those who contract the habit of eating, very few survive.”
George Bernard Shaw, Irish playwright (1856-1950)