

Team 2021 Scheduals| 27 Jun |
r01 ![]() ![]() | Portmore UnitedPortmore Unit | 2 - 0 | DunbeholdenDunbeholden |
| 06 Jul |
r02 ![]() ![]() | Vere UnitedVere United | 1 - 0 | Portmore UnitedPortmore Unit |
| 10 Jul |
r03 ![]() ![]() | Portmore UnitedPortmore Unit | 1 - 0 | Molynes UnitedMolynes Unite |
| 19 Jul |
r04 ![]() ![]() | Tivoli GardensTivoli Garden | 1 - 3 | Portmore UnitedPortmore Unit |
| 25 Jul |
r05 ![]() ![]() | Portmore UnitedPortmore Unit | 3 - 0 | Humble LionsHumble Lions |
| 31 Jul |
r06 ![]() ![]() | Harbour ViewHarbour View | 1 - 1 | Portmore UnitedPortmore Unit |
| 08 Aug |
r07 ![]() ![]() | Portmore UnitedPortmore Unit | 0 - 1 | Mount Pleasant FAMount Pleasan |
| 15 Aug |
r08 ![]() ![]() | Arnett GardensArnett Garden | 3 - 1 | Portmore UnitedPortmore Unit |
| 23 Aug |
r09 ![]() ![]() | Portmore UnitedPortmore Unit | - | UWIUWI |
| 03 Sep |
r10 ![]() ![]() | CavalierCavalier | 1 - 0 | Portmore UnitedPortmore Unit |
| 10 Sep |
r11 ![]() ![]() | Portmore UnitedPortmore Unit | 0 - 1 | Waterhouse FCWaterhouse FC |
| 17 Jan |
r01 ![]() ![]() | Tivoli GardensTivoli Garden | 1 - 1 | Portmore UnitedPortmore Unit |
| 25 Jan |
r02 ![]() ![]() | Portmore UnitedPortmore Unit | 1 - 2 | Arnett GardensArnett Garden |
| 30 Jan |
r03 ![]() ![]() | CavalierCavalier | 0 - 1 | Portmore UnitedPortmore Unit |
| 06 Feb |
r04 ![]() ![]() | Portmore UnitedPortmore Unit | 0 - 4 | Waterhouse FCWaterhouse FC |
| 12 Feb |
r05 ![]() ![]() | Portmore UnitedPortmore Unit | 1 - 1 | Humble LionsHumble Lions |
| 21 Feb |
r06 ![]() ![]() | Harbour ViewHarbour View | 2 - 0 | Portmore UnitedPortmore Unit |
| 27 Feb |
r07 ![]() ![]() | Portmore UnitedPortmore Unit | 2 - 1 | Vere UnitedVere United |
| 07 Mar |
r08 ![]() ![]() | Montego Bay UnitedMontego Bay U | 0 - 1 | Portmore UnitedPortmore Unit |
| 14 Mar |
r09 ![]() ![]() | Portmore UnitedPortmore Unit | 2 - 3 | DunbeholdenDunbeholden |
| 21 Mar |
r10 ![]() ![]() | Portmore UnitedPortmore Unit | 0 - 2 | Molynes UnitedMolynes Unite |
| 27 Mar |
r11 ![]() ![]() | Mount Pleasant FAMount Pleasan | 0 - 2 | Portmore UnitedPortmore Unit |
| 04 Apr |
r12 ![]() ![]() | Portmore UnitedPortmore Unit | 1 - 1 | Tivoli GardensTivoli Garden |
| 10 Apr |
r13 ![]() ![]() | Arnett GardensArnett Garden | 2 - 1 | Portmore UnitedPortmore Unit |
| 17 Apr |
r14 ![]() ![]() | Portmore UnitedPortmore Unit | 0 - 0 | CavalierCavalier |
| 26 Apr |
r15 ![]() ![]() | Waterhouse FCWaterhouse FC | 3 - 0 | Portmore UnitedPortmore Unit |
| 01 May |
r16 ![]() ![]() | Humble LionsHumble Lions | 1 - 0 | Portmore UnitedPortmore Unit |
| 08 May |
r17 ![]() ![]() | Portmore UnitedPortmore Unit | 0 - 2 | Harbour ViewHarbour View |
| 16 May |
r18 ![]() ![]() | Vere UnitedVere United | 0 - 0 | Portmore UnitedPortmore Unit |
| 23 May |
r19 ![]() ![]() | Portmore UnitedPortmore Unit | 0 - 1 | Montego Bay UnitedMontego Bay U |
| 29 May |
r20 ![]() ![]() | DunbeholdenDunbeholden | 1 - 0 | Portmore UnitedPortmore Unit |
| 05 Jun |
r21 ![]() ![]() | Molynes UnitedMolynes Unite | 0 - 1 | Portmore UnitedPortmore Unit |
| 12 Jun |
r22 ![]() ![]() | Portmore UnitedPortmore Unit | 1 - 2 | Mount Pleasant FAMount Pleasan |