Well, I'm not in Chicago, but I've stayed there a few times for concerts and other things.... what I usually do is go on travelocity or expedia.com and find hotels within my price range. You do not know exactly where your staying until you pay for it, but I have never been disappointed. You can find a hotel in the area you wish to be in, and you can find 1,2,3 and 4 star hotels in that area. I think it's the best way to go! And usually, you get them cheaper that way then you would booking the hotel room outright.
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