Charles William Caldwell (August 2, 1901 – November 1, 1957) was an American football, basketball, and baseball player and coach. He served as the head football coach at Williams College for 15 seasons between 1928 and 1944 and at Princeton University from 1945 to 1956, compiling a career college football record of 146–67–9. Caldwell was also the head basketball coach at Williams for ten seasons (1929–1939), tallying a mark of 78–66, and the head baseball coach at Williams (1931–1944) and Princeton (1945–1946), achieving a career college baseball record of 118–96. He was inducted into the College Football Hall of Fame as a coach in 1961.

Caldwell was born in Bristol, Virginia on August 2, 1901. He attended Princeton University, where he played football, basketball, and baseball. He played in the Major League Baseball as a pitcher for the New York Yankees in 1925. In three career games, he had a 0–0 record, with a 16.88 ERA. He batted and threw right-handed.

Caldwell coached three sports at Williams College. His record there was 76–37–6 in football, 78–66 in basketball, and 100–74 in baseball. Caldwell died in Princeton, New Jersey on November 1, 1957.