Calzadilla is a Spanish surname. Notable people with the surname include:

Carlos Calzadilla (born 2001), Venezuelan footballer Guillermo Calzadilla (born 1971), see Allora & Calzadilla, a collaborative duo of visual artists from San Juan, Puerto Rico Juan Calzadilla (1930–2025), Venezuelan poet, painter, and art critic Luis Calzadilla (born 2000), Mexican footballer Nelson Calzadilla (born 1954), Venezuelan Olympic boxer Román Calzadilla, Cuban baseball player, active from 1889 to 1902

See also José Luis Gutiérrez Calzadilla (born 1944), Mexican politician Diogo Ortiz de Vilhegas, in Spanish Diego Ortiz de Calzadilla (died 1519), Castilian priest, theologian and astronomer