Anyways, hope you had a wonderful time!

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Take the el for some interesting sightseeing.

1 – Chicago Deep Dish pizza – Carmen's (our favorite in Evanston @ NU), Pizzeria Uno & Due, Giordano's or Gino's East. Gino's East is probably the most unique experience. Giordanos seem to be all over the place. All of them have great pizza that is unique to Chicago.
2 – Either of the Rick Bayless restaurants-Frontera Grill or Topolobampo on North Clark Street. It's Fine Dining Mexican food like you have never ever had. We had a fantastic meal @ Frontera last year. FYI – Rick won the Top Chef Masters competition this summer.
3 – John Hancock Tower AT DUSK. This is a great view of the city any time and the lake is just beautiful this time of day. Good for a quick 30-60 minute side trip and will be a lasting strong memory of Chicago. Also, it's right next door to Water Tower Place (Mega mall for shopping) and sits on the end of miracle Mile, so it's a great place to hit on one end of a long stroll down Michigan.
4 – The Backroom on Rush street – Great late night jazz. I have visited this place several times (once with Terry F) and never failed to have a great night of jazz with terrific local talent.
5 – The Green Mill on Broadway – This is a locally famous Jazz club (with an Al Capone connection) that is a little further north above Wrigleyville. The local acts are all very good. In March, we just dropped in and caught a string band (acoustic guitars, fiddle, bass and accordian) that was astonishing. it was a wild mix of Klezmer, Django Rheinhardt Brazilian Jazz that was really really great.
6 – Jazz Showcase @ Dearborn Station – This is a world famous jazz club. I saw Ray Brown here (one of Miles original sidemen) and a number of other big name acts. Your timing is good, because Jason Marsalis Vibes Quartet is playing there through the weekend. Certain to be great, and likely to be sold out, so call if you want to go.
7 – Second City Improv – They have two theaters and are always a stitch!
8 – Art Institute – If you have never seen the George Seurat "Sunday Afternoon on the Island of Grande Jatte", it's worth the price of admission. Of course, there are so many Master works there, you can spend hours and hours!
9 – Walking Grant Park – I'll second that suggestion. the weather should be just fantastic and that will be a great place to people watch.
10 – Navy Pier – lots of touristy things, but loads of fun on a cool evening to people watch. On top of that, you might met Forrest Gump (my friend Paul Dengler works as Forrest for the Bubba Gump stores and frequently haunts that location).

In the end, I know you will have fun!