Here are a few ideas that you may want to check out for a nice, but not necessarily pricey, dinner with drink (tap or wine) options near Wacker, within walking distance of the Loop.
Now, I'm not making any guarantees on a shiny "wow" reactions from your friend, but all of these have a unique feel and atmosphere, so depending on what you and your friend are up for, you may find something at one of these locations. Also, may I recommend that you check out the appetizer or first course menus for some of the places you listed such as the Gage? You can make a good meal (and experience more tastes) by sharing a few appetizers between friends along with your drinks...
- Atwood Cafe
- 17 West (the Old Berghoff)
- Emerald Loop
- Elephant & Castle
- Pizano's
- Heaven on Seven (on Wabash)
- Russian Tea Time
- Andy's Jazz
- Exchequer's
- Volare
However, if shiny is a must, you may want to try SushiSambaRio, which offers $10 bento box dinners ("Happy Boxes) from 5 to 7pm M-F or China Grill in the Hard Rock Hotel on Michigan or Bin 36.
Those are my two cents.
These pretzels are making me thirsty...