Diego Fernández de Cáceres y Ovando (– Monleón, aft. February 2, 1487) was a Spanish military and nobleman.
Diego Fernández de Cáceres y Ovando was a son of Fernán Blázquez de Cáceres y Mogollón, who granted a will at Cáceres in 1443, and wife Leonor Alfón de Ovando, daughter of Fernando Alfón de Ovando and wife Teresa Alfón (seventh grandparents in male line of the conqueror of the castle of Brindis, Italian city and sea port in the Adriatic, formerly called Brundisium and currently Brindisi, Francisco José de Ovando, 1st Marquis of Brindisi, and his brother Alonso Pablo de Ovando y Solís Rol de La Cerda, 2nd Marqués de Brindis), and paternal grandson of Fernán Blázquez de Cáceres and wife Juana González.
He was the 1st Lord of the Manor House del Alcázar Viejo, which place was granted de jure by Henry IV of Castile by Royal Cedule of July 16, 1473, famous Captain of the aforementioned King and of the Catholic Monarchs since 1475, Alcalde of Benquerencia and Monleón, where he passed on in 1487, having tested on February 2.
He was firstly married to Isabel Flores de las Varillas, Dame of Queen Isabel I of Castile, daughter of Rodrigo Flores de las Varillas, a distant relative of Hernán Cortés, and wife María Estebán Tejado de Paredes.