Oldenzaal is best known in football circles as the birthplace of Jan Vennegoor of Hesselink, but the city has produced 20 documented association football players in total. Other notable players include Jill Roord, Raimond van der Gouw, Derk Boerrigter and Tim Breukers. Among them are 15 male and 5 female players. Birth years range from 1947 to 2009.