Willie Wilson is an American businessman and perennial candidate from Chicago, Illinois. He unsuccessfully ran in the 2015, 2019, and 2023 Chicago mayoral elections, the 2016 United States presidential election, and for the United States Senate in 2020.

An election took place on February 24, 2015, to elect the mayor of Chicago. The election was non-partisan and no candidate received a majority. A runoff election was held between the top two finishers on April 7, 2015, and resulted in the reelection of incumbent mayor Rahm Emanuel. The elections were concurrent with the 2015 Chicago aldermanic elections.