McCaskey is a surname. Notable people with the surname include:
Evan McCaskey (1965–1989), American guitarist that played for the bands Exodus and Blind Illusion John G. McCaskey (1874–1924), American oil businessman John Piersol McCaskey (1873–1934), American politician and educator Michael McCaskey (1943–2020), chairman of the Chicago Bears in the National Football League. Virginia Halas McCaskey (1923–2025), principal owner of the Chicago Bears of the National Football League
See also J. P. McCaskey High School, public high school located in Lancaster, Pennsylvania, United States