Diego de Osorio

Diego de Osorio y Villegas (1540 in Villasandino – 1601 in Santo Domingo) was a sixteenth-century governor of Venezuela Province (1589–1597), the Venezuela Province being a part of the Spanish Empire. He was governor at the time of the Preston Somers Expedition during which an English force found Caracas by way of a secret route through the mountains.

He was then Governor of Santo Domingo until his death in 1601. Previously he spent 15 years fighting in the Dutch Revolt.