I recently bought some bras from Intimacy (www.myintimacy.com) which is located in the 900 N Michigan Ave (Bloomingdales bldg) in downtown Chicago. I bought some nursing bras, and some 'fun' bras to wear once baby is asleep and I am going out on a date or social event and know I won't be nursing.
They offer a free consultation and the bras I bought were on average about $50 each which is more expensive than a Target bra, but about the same you'd pay if you bought a nursing bra from a baby boutique. They are really fantastic and I was WAY off what I thought my true size was. I thought I was about a DD cup, turns out I am a G!!! I'm definitely on the bustier side, and I have truly loved the new support, and feel more perky and in some ways, smaller, which for me is a good thing. I'd highly recommend checking them out (you can make an appt time online, and they also accept walk-ins.) Beware though, some of their bras can run into the hundreds of dollars, so make sure you see the price tag before you decide you love a bra :).
I didn't ask for one but I believe they do sell sports bras too.