| 05 Sep 21 | r11        | Humble LionsHumble Lions | - | UWIUWI |
| 10 Sep 21 | r11        | Portmore UnitedPortmore Unit | 0 - 1 | Waterhouse FCWaterhouse FC |
| 10 Sep 21 | r11        | DunbeholdenDunbeholden | 2 - 5 | Mount Pleasant FAMount Pleasan |
| 10 Sep 21 | r11        | Harbour ViewHarbour View | 1 - 0 | Arnett GardensArnett Garden |
| 10 Sep 21 | r11        | Harbour ViewHarbour View | 1 - 0 | Arnett GardensArnett Garden |
| 11 Sep 21 | r11        | Tivoli GardensTivoli Garden | 1 - 1 | Molynes UnitedMolynes Unite |
| 11 Sep 21 | r11        | Vere UnitedVere United | 0 - 1 | CavalierCavalier |
| 26 Mar 22 | r11        | Vere UnitedVere United | 1 - 0 | Montego Bay UnitedMontego Bay U |
| 26 Mar 22 | r11        | Tivoli GardensTivoli Garden | 1 - 3 | CavalierCavalier |
| 27 Mar 22 | r11        | Harbour ViewHarbour View | 0 - 1 | DunbeholdenDunbeholden |
| 27 Mar 22 | r11        | Mount Pleasant FAMount Pleasan | 0 - 2 | Portmore UnitedPortmore Unit |
| 28 Mar 22 | r11        | Humble LionsHumble Lions | 1 - 2 | Molynes UnitedMolynes Unite |
| 29 Mar 22 | r11        | Waterhouse FCWaterhouse FC | 0 - 1 | Arnett GardensArnett Garden |