My point is to make aware that we hear almost nothing about our northern states, which is how obumbles got the sommali influx from Maine to Minnesota
But Chicago “borders,” well, Lake Michigan. East of Chicago, across the lake, is Michigan (and the Michigan UP is north of Chicago, via the lake); directly north is Wisconsin; southeast is Indiana. There quite simply is no way to get to the Canadian border from Chicago without going through another US state or its territorial waters.