Without a doubt Chicago Avenue has got many different personalities. Further east it goes through trendy neighborhoods like the Gold Coast, has great shopping, restaurants etc., excellent bus transportation throughout. Go a bit further west and it becomes extremely rough and has a high crime rate, and there are surveillance cameras on every corner. Further west than that, you start going through Oak Park, with its pretty homes, and again the real estate is very expensive and the general environment somewhat safer. All in all it can be a great commercial street in almost every area, except for the west side from about 3000-5000 west. Be careful there.