Enjoy your insane taxes without much to show for it. Chicago is notorious for corruption and the massive state budget routinely evaporates and screws everyone
To each their own, but if you think taxes or politics are broken here, you've clearly not experienced SF. :)
Chicago is its own beast, and most midwesterners don't really identify with it and it has its own sort of issues and problems and isn't so representative of the other cities.
And so it goes that you are gonna wind up with different moving benefits if you go to Chicago rather than Detroit, Cincinatti, Louisville, Indianapolis, and so on. (and Different disadvantages as well).
This is certainly not true with people in the Detroit area, in my experience. Maybe it's true in the rural Midwest but in urban and suburban Midwest, Chicago is definitely viewed as an integral part as was Detroit some time ago (and possibly still today).
This seems like a case of "if it doesn't fit the argument, let's not count it."
the third largest city in the US
Well, it already is large. Apart from the "Chicago issues", what's the point of moving from one overcrowded place to another?