The Chicago market does not extend 75 miles out from downtown. The furthest town that I can find which is part of the Chicago DMA is Kinsman, Illinois - population 99. It is 70 miles to the southwest, and receives adequate coverage from LaSalle - and is also closer to Champaign than Chicago.
75 miles east will put you in South Bend, which is its own market.
75 miles north will put you in Milwaukee, which is its own market.
75 miles west will put you in Rockford, which is its own market.
75 miles southwest will put you in LaSalle/Peru, which is its own market.