If your planning on renting in the city, check out Chicago Craiglist for places around West Loop. Our friend from Wicker park knows that Rents for 2Bd's run from $675 (okay) to $1300-$1800 (Nice Loft + some have parking). A friend of mine who goes to UIC has a place right across the Eisenhower Xprsswy (west loop) with a private parking space. His is a 2 bd, $1500 a month. If you have never lived downtown make sure you get to know the areas you want to live.
Go to google.com and type in Chicago craiglist, you will get tons of listings. If your planning on buying, well hopefully your well off or the p's are picking up that tab. A 1 bdroom condo will run you $165,000 - 200,000 in the vicinity w/out parking most of the times.
Here is an example in West Loop --$1500
Beautiful large 2Br loft, hardwood floors, large bath with dual sink/ soaking tub, in unit washer/dryer, kitchen with island and all appliances, fireplace, balcony, heated secure garage parking spot included, close to I-290, I-55 & 90/94,bus stop right outside, El 3 blocks away, beautiful view overlooking neighborhood park, available Feburary 1st 2004-June 30, 2004 with option to extend lease. Pictures available upon request.
Obviously this is expensive for some, but hey that's what loans are for! Roommate with someone and reduce the rent.
Bill E.