Chicago is a great town, i was born there.
Yeah I have lived here my whole life, except a few years in south FL. Not sure what makes it so great? Yeah most people think the DT area, the touristy type areas are cool and I guess yeah. But get to see the real city, the not so pretty parts which is what the town is really made up of and I think it sucks, full of crime and pestilance. Even the "cool" places have you feeling boxed in and surrounded by who knows who, speaking who knows what. Too ethnic for me. The place wears you down. The place is falling apart, rundown.
If you like gangs, crime, shit weather most of the year and a never ending flow of people, most of them dicks then yeah its fantastick.