Diego Andrés de Gregorio Contreras (born 6 September 1986) is a Chilean former footballer who played as a striker.
De Gregorio started his career in 2004 with Audax Italiano. In 2007, he had a successful spell with Deportes Melipilla before returning to Audax Italiano. Next, he moved to Romania and joined Pandurii Târgu Jiu as a free agent in 2008.
His last club was Cobreloa.
He is the younger brother of the former footballer Pascual de Gregorio and uncle of Pascual Patricio, son of Pascual Sr., a footballer who has played at lower categories of both Chilean and Italian football.