Although bargain shopping isn't exactly considered chic, I've found some amazing deals at places in the city. I find that as long as you keep some simple ground rules, you can still remain relevant. My simple rules are:
To find these deals I typically go to a few different small boutiques (and even "thrift" shops on the east side) but my favorite store is probably Loehmann's for discount clothing. They always have a lot of great buys from mid-level designers like Calvin Klein, and even better ones from Prada, Versace, and Marc Jacobs. Plus, their selection is great, especially if you know what you want.
I'll try to post any updates I find here of new deals and be the bargain oriented blogger I like to read.