Chester E. Dempsey (July 20, 1896 – October 4, 1969) was an American farmer and politician.
Born in the town of Merton, Wisconsin, Dempsey owned and operated a dairy farm.
He served on the Waukesha County, Wisconsin Board of Supervisors and in town government.
He served in the Wisconsin State Senate as a Democrat from 1935 to 1939, but was defeated in 1938 by Republican William A. Freehoff.
He won the general election,[3] and would serve as a Republican from 1947 until his death on October 4, 1969.