I have no direct experience, but every time I see Illinois mentioned on commentary (HN, reddit, etc.) it's always surrounding corruption.
Check out the Illinois BIPA, it's the reason tech companies are trying to get federal privacy legislation that preempts state law.
Facebook also paid me several hundred dollars because they were auto tagging faces for Illinois users.
The friendliest city I've ever lived, amazing public transit and where I met my first real girlfriend.