Charles William Caldwell (August 2, 1901 – November 1, 1957) was an American football, basketball, and baseball player and coach.

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.

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.