Sydney John Chaplin (né Hill; 16 March 1885 – 16 April 1965) was an English actor. Chaplin was the elder half-brother of actor and filmmaker Charlie Chaplin and served as his business manager in later life.

Through their mother Hannah, they were older half-brothers to the younger Wheeler Dryden, who grew up separately with his father in England and was not told about his half-brothers until 1915. Dryden later emigrated to the United States, joining the Chaplins in Hollywood. Sydney Chaplin was also a half-uncle of actor Sydney Chaplin (1926–2009), who was named after him.