Originally Posted by JBord

Yes, a little more help would be good...

I'd say there's one exception in the sit-down restaurant category, the steakhouse. I'd recommend Gibson's or Gene and Georgetti's for real Chicago-style restaurants.

There's also a number of good Italian restaurants in Little Italy, some of which are very authentic.

Finally, if the OP wants something a little more adventurous and upscale, try Moto. Chicago is also recognized as being on the forefront of molecular gastonomy.