Hi! The Northside Parents Network is a great organization. THey run new parent programs such as support groups and playgroups. They also are a great resource for child care. They are a volunteer organization and therr's a small membership fee to join. I've recently moved out of the city, so I'm no longer a member. But I felt that their mission and resources were fantastic for parents raising children in Chicago.
www.northsideparents.org
ALSO, I love Town and Country Pediatrics. There are loads of docs and nurse practitioners there. I've never been disatified with anyone there. Our ped. is Irene Freeman--she's great. Wonderful attitide and very professional--without ever being condescending or unapproachable. And you'll be hard pressed to find any doctors in the city that don't support breastfeeding. I'm pretty sure that's a thing of the past!!
Good luck!