Cook County, Illinois is 9.8 times larger than Milwaukee.
Area: 2,468 km2 calculated
Cook County is a county in the United States state of Illinois. As of the 2010 census, the population was 5,194,675. Wikipedia
Area: 251 km2 calculated
Milwaukee is the largest city in the U.S. state of Wisconsin, the 30th most populous city in the United States, and 39th most populous region in the United States. It is the county seat of Milwaukee County and is located on the southwestern shore of Lake Michigan. Wikipedia