Robert Caldwell (1814–1891) was a British missionary and linguist.
Robert Caldwell may also refer to:
- Robert Caldwell (academic) (1843–1914), Master of Corpus Christi College, Cambridge
- Robert Porter Caldwell (1821–1885), American representative from Tennessee
- Robert Caldwell (Australian politician) (1843–1909), South Australian politician
- Robert Caldwell (Wisconsin politician) (1866–1950), American farmer, businessman, and politician
- Robert Caldwell (footballer) (born 1909), English footballer
- Robert R. Caldwell, American theoretical physicist
- Bobby Caldwell (1951–2023), American musician
- Bobby Caldwell (drummer), American drummer
- Dr. Robert Caldwell, a character on St. Elsewhere portrayed by Mark Harmon
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