Chess at Roxbury Latin is an independent, informal activity involving students from all classes. Any student may play any time he is free, as sets are always available.
For those interested in serious competition, a traveling team competes in the South Shore Interscholastic Chess League in a series of between eight and ten dual matches during the winter.
The team practices once a week. This is where the positions on the team are determined. Usually, the top 5 to 6 students play against other schools.