Jennifer Keesmaat (born 1970) is a Canadian urban planner who served as Chief City Planner of Toronto from 2012 to 2017. On August 28, 2017, she announced that she would resign from her position as Chief Planner, effective September 29 of the same year, and subsequently accepted a teaching position at the University of Toronto. In March 2018, Keesmaat became the CEO of the Creative Housing Society, an independent non-profit group dedicated to creation of affordable housing projects. She was named the ninth most influential person in Toronto by Toronto Life in 2014, and the 41st most important person in Canada by Maclean's in 2013.