How many cities are there in Wisconsin? There are a total of 743 towns and cities in the state of Wisconsin. Top 10 biggest cities by population are Milwaukee, Madison, Green Bay, Kenosha, Racine, Appleton, Waukesha, Oshkosh, Eau Claire, and Janesville while ten oldest cities are Milwaukee, Racine, Kenosha, Fond du Lac, Oshkosh, Janesville, Sheboygan, Watertown, Green Bay, and Portage.
