Oscar Roy Chalk (June 7, 1907 – December 1, 1995) was a New York entrepreneur who owned real estate, airlines, bus companies, newspapers and a rail line that hauled bananas in Central America. His diverse holdings included DC Transit, Trans Caribbean Airways, the Houdon bust of Thomas Jefferson now at Monticello, the Chalk Emerald, and the New York Spanish-language newspapers El Diario de Nueva York and La Prensa, merging them into El Diario La Prensa.