withdrew from the league, prior to the shortened 2021 season leaving 11 teams to compete.

(C): Playoffs Champion, (Q): Qualified for 2023 CONCACAF Caribbean Cup, (S): Qualified for 2023 CONCACAF Caribbean Shield Source:[3] Harbour View win on penalties after 2–2 aggregate draw, advances to the semi-finals.

Cavalier win on penalties after 1-1 aggregate draw, advances to semi-finals.

Harbour View wins 2–1 on aggregate, advances to JPL Finals.

Dunbeholden wins on penalty after 4-4 aggregate draw, advances to JPL Finals.