Hotel Bars can be swanky and nice but i find them to be kinda transient. How about some place like Harry's Velvet Room? It used to be a major cigar spot but not so many folks are smoking cigars any more and it's a really lush spot with great cocktails and a nice elegant atmosphere. It ain't cheap, though. And people DRESS for Harry's Velvet Room -- so you shouldn't be casual
If you want to check out a fun and cool hotel bar, the bar at the House of Blues Hotel is pretty special -- and a bit different than your normal bar at a hotel.
I"ve never been but I've heard that the bar at Japonais is pretty swanky and cool as well.
Something unique and very cool and elegant is Le Passage -- which is situated near Le Colonial on Rush Street. It's just a beautiful place -- quite the "scene" but might be just perfect for your group.
Harry's Velvet Room
56 W. Illinois, Chicago
Tel: (312) 828-0770
Le Passage
937 N. Rush St.
312-255-0022
House of Blues Hotel
333 N. Dearborn St.
Chicago
Japonais
600 W. Chicago Avenue