I have stayed in Chicago for more than 5 years. But I am not  there anymore.

If you wanna go to Chinatown to try out some food, you can check it out at

http://www.chicagochinatown.com/dining.html

I would recommend Joy Yee's Noodle Shop (祖舆always long line, bubble tea, smoothie are pretty good), Penang for Malasian food, phoenix for dim sum (there is one store serves for taiwan food right below it, forget the name, cute waiter), Saint Anna Bakey & Cafe （圣安娜， sponge cake, fruit cake etc.). Lao Sze Chuan is just ok for me (coz I am from sichuan and I can make better dishes than them, hehe show off).

As for the shopping, you can go shopping on magnificent mile if you stay in downtown. Also a lot of stores inside watertower place like BR, Gap, A&F, BBW, VS, etc. Don't forget the department stores like Macy's, Nordstrom, NM, SAKs.

My favorite thing shoppig on Michigan Ave is to get myself Chicago's famous popcorn in caremel (http://www.garrettpopcorn.com/; 670 N Michigan Ave Chicago, IL 60611). I remember I stayed in the line like more than one hour in cold winter to just get some popcorn. I must be crazy about that. The garrett store on michigan ave. is always popular. You can go to the nearest one on state street and Randolph (26 West Randolph

Chicago, IL 60601).

Woodfield mall (Chicago's best mall) and Aurora outlet are also good places to shop if you have a car.

If you would like to treat yourself a glass of cocktail while sightseeing the beautiful  skyline of the city, be sure to check out the bar on the 96th floor of John Hancock center (it's the bar for the Signature Room restaurant). The most beautiful scene is actually from the lady's bathroom. Don't miss that out.

Have fun in Chicago, Girls...