Bloomington, Il is at the midpoint.
Danville, IL
springfield
Normal, IL
Carlock, IL
Davenport, Ia
Brooklyn, Missouri.
Chicago is EAST of Des Moines, Iowa.
Brule, NE
Stockton, IA
Gary, IN
Cincinnati, OH
West Des Moines, Iowa
Des Moines, IA
Hillsdale, IL
Galesburg, IL
It is 333.37 miles accrding to MapQuest.