San Jose, California is 87% larger than Milwaukee.
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
Area: 470 km2 calculated
San Jose is the third-largest city in California, the tenth-largest in the United States, and the county seat of Santa Clara County. San Jose is the largest city within Silicon Valley, which is a major component of the greater Bay Area. It is the largest city in Northern California. Wikipedia