McCaskey is a surname. Notable people with the surname include:
Evan McCaskey, American guitarist that played for the bands Exodus and Blind Illusion.John G. McCaskey (1874–1924), American oil businessman.John Piersol McCaskey (1873-1934), an American Politician and Educator.John P. McCaskey (born 1959), historian of science and philosophy, former computer industry executive.Michael McCaskey, former Chairman of the Chicago Bears in the National Football League.Virginia Halas McCaskey (born 1923), principal owner of the Chicago Bears of the National Football League.