Longman and Eagle's cocktails are nothing to write home (or even text your friends) about. Their bourbon selection is pretty awesome, especially if you are looking to find a diamond in the rough.
Favorite Chicago cocktail experiences, in order of drink awesomeness:
1. The Violet Hour (Cocktails 10, Ambience 9, Service 9)
2. Sable (Cocktails 10, Ambience 6, Service 4 -- but they're ironing out kinks)
3. In Fine Spirits (Cocktails 9, Ambience 7, Service 8 )
4. The Drawing Room (Cocktails 9, Ambience 7, Service 3)
5. Nacional 27 (Cocktails 8, Ambience 9, Service 7)
6. The Whistler (Cocktails 8, Ambience 2, Service 9) sooooo loud
7. Sepia (Cocktails 7, Ambience 8, Service 8 )
8. Longman and Eagle (Cocktails 6, Ambience 7, Service 10) Food is amazing.
9. Big Star (Cocktails 6, Ambience 2, Service 1) Great tacos and micheladas, though.
never tried: The AA, Bar DeVille, Bristol, The Exchange, Mercadito, Signature Lounge, Tiny Lounge, Weegee's
I think that's pretty comprehensive. There may be one or two cocktail-oriented places I've forgotten about, but that's a pretty decent list.