I think the Reader is the best. Sun-Times is the worst, no one reads their classifieds so they suck.
Don't go with any apartment search people. I did that before moving to Wicker Park and they couldn't find a damn thing for me for what I wanted, or rather didn't want to. Actually it's just that some people use them to list their place but not many. I found my place on my own.
Tribune is a good source. And I've never tried Craigslist.
So I'd really stick with the Reader, it's what everyone lists with, because it has the widest market.
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