No, you have met SOME people who are from Chicago and have formed your opinion of ALL Chicagoans based upon your interaction with a small number of the more than 10 MILLION people who live in the Greater Chicagoland Area.
If I were to say that based upon some of my interactions with a handful of folks in Indiana who are idiots, that ALL people who lived in Indiana are uneducated hick farmers that would make me a bigot. There is no difference in what you have said regarding “all” Chicagoans.
As far as now bringing Obama into the picture, what are you trying to prove? You start out by implying that Chicagoans are unfamiliar with proper English, and now you are implying that all Chicagoans are involved in political corruption?
Again, keep your bigotry to yourself.
Wake up. Chicago is damaged goods. Flee for your very life from that place.