I love those "can't forget Chicago" type dinners, when out-of-town visitors come and I can show them a unique experience they won't get at home. There are several places I like to go.
Everest, which you mentioned, is indeed one of them. The view from the dining room on the 40th Floor of the Midwest Stock Exchange Building looking out at the city is magnificent. Jean Joho's French cuisine is still creative and new, and delicious. The service is the best I have experienced anywhere. It's at the south end of the Loop, about a mile and a half from the Drake. It's dressy (jackets required for gentlemen) and somewhat expensive, although less than many of the other "top tables" in town (figure $150-200/pp including alcohol/tax/tip).
North Pond is another great restaurant for showing off Chicago. North Pond is unique for its location in the middle of Lincoln Park - the park itself, not just the adjacent neighborhood of the same name - two miles north of the Drake. It faces its namesake pond, with the city skyline towering over the opposite shore. The renovated building was formerly the warming shelter for ice skaters on the pond. One of the two dining rooms has full-length windows for the view, but it's special even in the inside room with the open kitchen along one side. The cuisine is contemporary American from James Beard-nominated Chef Bruce Sherman. The attire is business casual and mid-priced (figure $100-125/pp).
The above places have a truly unique location that gives them a "Chicago experience" vibe to them. I also consider them the two most romantic restaurants in the city.
Here are a few more suggestions that are unique but more so for their food rather than their location, and, with the exception of Spiaggia, not quite up with the previous pair on the "romantic" scale.
Alinea is our top high-end restaurant, and was recently named one of the ten best restaurants in the world. The food is the thing here, with the choice of a 12- or 23-course tasting menu, for which dinner will take 3 or 4-5 hours. Each course is something served in a way you've probably never seen before. You can read up about it - my favorite is
this cartoon overview - but what you also need to know is that the food is delicious and the experience is fun. It's in Lincoln Park, just over a mile from the Drake. Dressy (jackets) and expensive ($250-400/pp).
Spiaggia is worth considering, too, and not just because it's right across the street from the Drake. It's one of our high-end restaurants, and the only one that is Italian, with cuisine from Tony Mantuano, the President's favorite chef. Even if you don't do Spiaggia for your "show off Chicago" dinner, you might want to consider its sister restaurant next door, Cafe Spiaggia, for lunch (or dinner) during your visit; it's perhaps Chicago's best moderately-priced Italian restaurant. Spiaggia is dressy (jackets) and expensive ($175-250/pp); Cafe Spiaggia is more casual (business casual) and less expensive ($50-100/pp dinner, less for lunch).
Another place I really like is Cafe des Architectes, which is located as part of the curving glass facade on the front of the Sofitel. The cuisine from Chef Martial Noguier is contemporary American with a French accent, and is IMHO the very best casual fine dining restaurant in the city. It's just a few blocks from the Drake. Attire is business casual and it's moderately priced ($75-100/pp).
Finally, there's Topolobampo. Rick Bayless founded it, and its sister restaurant Frontera Grill next door, in the 1980s and put provincial Mexican cuisine on the map in the United States. They are still excellent. Topolobampo is business casual and mid-priced ($100-125/pp) and accepts reservations. Frontera Grill is more casual, and although they accept a few reservations, most of the dining room is held for walk-ins, and waiting times to be seated can be extensive; moderately-priced ($50-100/pp). A bit under a mile from the Drake.
I've heard good things about Sixteen, the restaurant in the new Trump hotel, but I haven't been there. I'm going tomorrow night, so I'll be able to report back here on Thursday if I think it qualifies for your needs.
All of these except Alinea and Frontera Grill (but including Topolobampo) accept reservations on Opentable.com You can search LTH for discussions on them; here are links to the restaurants' own websites:
EverestNorth PondAlineaSpiaggia and Cafe Spiaggia (click on "CAFE" for the latter)
Cafe des ArchitectesTopolobampo and Frontera GrillSixteen (menu
here)
Last edited by
nsxtasy on December 1st, 2009, 10:08 am, edited 6 times in total.