Charles 'Charlie ' Montgomery was an Australian rugby league player of the 1940s. He was a premiership winning prop-forward with the St George Dragons and finished his career with Newtown. Charlie Montgomery played two seasons with St George Dragons between 1941-1942, and played in the front-row in their victorious 1941 Grand Final. He then moved to Newtown, where he played another two seasons between 1944-1945. He made another Grand Final appearance at prop-forward in the Blue-Bags side that lost the 1944 Grand Final to Balmain. Both sides had been accused of "dogging-it" in the Final where they met, and allowing Balmain to win so that they would need to meet in a Grand Final a week later.