Jacksonville, Florida is 7.9 times larger than Milwaukee.
Area: 1,988 km2 calculated
Jacksonville is the largest city in the U.S. state of Florida by population and the largest city by area in the contiguous United States. It is the county seat of Duval County, with which the city government consolidated in 1968. 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