Chicago NOOB Seeking Restaurant Advice

[Snafu'd]

I'm heading to Chicago for a long weekend w/ the gf and family for my mom's 50th birthday in a few weeks. I'm looking for some really good restaurant recommendations. I'd also like some good recs on jazz and/or blues live music spots. I'm looking for really good local spots - no chains please. Money is not really a concern. I guess I also have to try one of these Chicago deep dish pies so throw one of those at me too. We're staying at the Drake if that helps.