Chamberlain was pitching for Harwich in the Cape Cod Baseball League (CCBL) in the summer of 1932 when he was noticed by a White Sox scout.

[1][2] In his only major league campaign, Chamberlain appeared in 12 games for the 1932 White Sox, posting a 4.57 ERA in 41.1 innings.

In a 4-3 White Sox loss, Chamberlain held Babe Ruth and Lou Gehrig hitless over five innings, and helped his own cause with a single off Hall of Fame hurler Red Ruffing.

While serving a one-month suspension from the New York–Pennsylvania League in 1937, he returned to play again for the CCBL's Harwich club.

[5][6] After his baseball career had ended, Chamberlain spent 30 years with the Boston Police Department, retiring in 1970.