| 27 Jun 21 | r01        | Portmore UnitedPortmore Unit | 2 - 0 | DunbeholdenDunbeholden |
| |
| 06 Jul 21 | r02        | Vere UnitedVere United | 1 - 0 | Portmore UnitedPortmore Unit |
| |
| 10 Jul 21 | r03        | Portmore UnitedPortmore Unit | 1 - 0 | Molynes UnitedMolynes Unite |
| |
| 19 Jul 21 | r04        | Tivoli GardensTivoli Garden | 1 - 3 | Portmore UnitedPortmore Unit |
| |
| 25 Jul 21 | r05        | Portmore UnitedPortmore Unit | 3 - 0 | Humble LionsHumble Lions |
| |
| 31 Jul 21 | r06        | Harbour ViewHarbour View | 1 - 1 | Portmore UnitedPortmore Unit |
| |
| 08 Aug 21 | r07        | Portmore UnitedPortmore Unit | 0 - 1 | Mount Pleasant FAMount Pleasan |
| |
| 15 Aug 21 | r08        | Arnett GardensArnett Garden | 3 - 1 | Portmore UnitedPortmore Unit |
| |
| 23 Aug 21 | r09        | Portmore UnitedPortmore Unit | - | UWIUWI |
| |
| 03 Sep 21 | r10        | CavalierCavalier | 1 - 0 | Portmore UnitedPortmore Unit |
| |
| 10 Sep 21 | r11        | Portmore UnitedPortmore Unit | 0 - 1 | Waterhouse FCWaterhouse FC |
| |
| 17 Jan 22 | r01        | Tivoli GardensTivoli Garden | 1 - 1 | Portmore UnitedPortmore Unit |
| |
| 25 Jan 22 | r02        | Portmore UnitedPortmore Unit | 1 - 2 | Arnett GardensArnett Garden |
| |
| 30 Jan 22 | r03        | CavalierCavalier | 0 - 1 | Portmore UnitedPortmore Unit |
| |
| 06 Feb 22 | r04        | Portmore UnitedPortmore Unit | 0 - 4 | Waterhouse FCWaterhouse FC |
| |
| 12 Feb 22 | r05        | Portmore UnitedPortmore Unit | 1 - 1 | Humble LionsHumble Lions |
| |
| 21 Feb 22 | r06        | Harbour ViewHarbour View | 2 - 0 | Portmore UnitedPortmore Unit |
| |
| 27 Feb 22 | r07        | Portmore UnitedPortmore Unit | 2 - 1 | Vere UnitedVere United |
| |
| 07 Mar 22 | r08        | Montego Bay UnitedMontego Bay U | 0 - 1 | Portmore UnitedPortmore Unit |
| |
| 14 Mar 22 | r09        | Portmore UnitedPortmore Unit | 2 - 3 | DunbeholdenDunbeholden |
| |
| 21 Mar 22 | r10        | Portmore UnitedPortmore Unit | 0 - 2 | Molynes UnitedMolynes Unite |
| |
| 27 Mar 22 | r11        | Mount Pleasant FAMount Pleasan | 0 - 2 | Portmore UnitedPortmore Unit |
| |
| 04 Apr 22 | r12        | Portmore UnitedPortmore Unit | 1 - 1 | Tivoli GardensTivoli Garden |
| |
| 10 Apr 22 | r13        | Arnett GardensArnett Garden | 2 - 1 | Portmore UnitedPortmore Unit |
| |
| 17 Apr 22 | r14        | Portmore UnitedPortmore Unit | 0 - 0 | CavalierCavalier |
| |
| 26 Apr 22 | r15        | Waterhouse FCWaterhouse FC | 3 - 0 | Portmore UnitedPortmore Unit |
| |
| 01 May 22 | r16        | Humble LionsHumble Lions | 1 - 0 | Portmore UnitedPortmore Unit |
| |
| 08 May 22 | r17        | Portmore UnitedPortmore Unit | 0 - 2 | Harbour ViewHarbour View |
| |
| 16 May 22 | r18        | Vere UnitedVere United | 0 - 0 | Portmore UnitedPortmore Unit |
| |
| 23 May 22 | r19        | Portmore UnitedPortmore Unit | 0 - 1 | Montego Bay UnitedMontego Bay U |
| |
| 29 May 22 | r20        | DunbeholdenDunbeholden | 1 - 0 | Portmore UnitedPortmore Unit |
| |
| 05 Jun 22 | r21        | Molynes UnitedMolynes Unite | 0 - 1 | Portmore UnitedPortmore Unit |
| |
| 12 Jun 22 | r22        | Portmore UnitedPortmore Unit | 1 - 2 | Mount Pleasant FAMount Pleasan |