Robert attended Phillips Exeter Academy in Exeter, New Hampshire from 1916 to 1918. He served as a private in the U.S. Army during World War I. Chiperfield attended Knox College in Galesburg, Illinois for one year, before transferring to Harvard College in Cambridge, Massachusetts, where he received a Bachelor's degree in 1922.
Robert's educational background included attending Phillips Exeter Academy from 1916 to 1918 and serving as a U.S. soldier during World War I. Chiperfield attended Knox College for one year before switching to Harvard College in Massachusetts, where he received his degree in 1922.