| 26 Jun 21 | r01        | Mount Pleasant FAMount Pleasan | 0 - 0 | Tivoli GardensTivoli Garden |
| |
| 06 Jul 21 | r02        | Tivoli GardensTivoli Garden | 1 - 0 | Arnett GardensArnett Garden |
| |
| 11 Jul 21 | r03        | UWIUWI | - | Tivoli GardensTivoli Garden |
| |
| 19 Jul 21 | r04        | Tivoli GardensTivoli Garden | 1 - 3 | Portmore UnitedPortmore Unit |
| |
| 26 Jul 21 | r05        | Waterhouse FCWaterhouse FC | 1 - 1 | Tivoli GardensTivoli Garden |
| |
| 01 Aug 21 | r06        | Tivoli GardensTivoli Garden | 1 - 1 | CavalierCavalier |
| |
| 07 Aug 21 | r07        | Harbour ViewHarbour View | 1 - 3 | Tivoli GardensTivoli Garden |
| |
| 16 Aug 21 | r08        | Tivoli GardensTivoli Garden | 1 - 1 | DunbeholdenDunbeholden |
| |
| 28 Aug 21 | r09        | Vere UnitedVere United | 0 - 1 | Tivoli GardensTivoli Garden |
| |
| 04 Sep 21 | r10        | Tivoli GardensTivoli Garden | 4 - 3 | Humble LionsHumble Lions |
| |
| 11 Sep 21 | r11        | Tivoli GardensTivoli Garden | 1 - 1 | Molynes UnitedMolynes Unite |
| |
| 18 Sep 21 | r00        | Vere UnitedVere United | 0 - 0 | Tivoli GardensTivoli Garden |
| 22 Sep 21 | r00        | Tivoli GardensTivoli Garden | 4 - 0 | Vere UnitedVere United |
| 25 Sep 21 | r00        | Tivoli GardensTivoli Garden | 0 - 1 | CavalierCavalier |
| 29 Sep 21 | r00        | CavalierCavalier | 0 - 0 | Tivoli GardensTivoli Garden |
| |
| 02 Oct 21 | r03        | Mount Pleasant FAMount Pleasan | 1 - 1 | Tivoli GardensTivoli Garden |
| |
| 17 Jan 22 | r01        | Tivoli GardensTivoli Garden | 1 - 1 | Portmore UnitedPortmore Unit |
| |
| 23 Jan 22 | r02        | Humble LionsHumble Lions | 2 - 2 | Tivoli GardensTivoli Garden |
| |
| 01 Feb 22 | r03        | Tivoli GardensTivoli Garden | 1 - 2 | Harbour ViewHarbour View |
| |
| 05 Feb 22 | r04        | Tivoli GardensTivoli Garden | 3 - 0 | Vere UnitedVere United |
| |
| 14 Feb 22 | r05        | Montego Bay UnitedMontego Bay U | 1 - 1 | Tivoli GardensTivoli Garden |
| |
| 21 Feb 22 | r06        | Tivoli GardensTivoli Garden | 0 - 1 | DunbeholdenDunbeholden |
| |
| 27 Feb 22 | r07        | Molynes UnitedMolynes Unite | 0 - 1 | Tivoli GardensTivoli Garden |
| |
| 05 Mar 22 | r08        | Tivoli GardensTivoli Garden | 3 - 1 | Mount Pleasant FAMount Pleasan |
| |
| 12 Mar 22 | r09        | Waterhouse FCWaterhouse FC | 2 - 1 | Tivoli GardensTivoli Garden |
| |
| 19 Mar 22 | r10        | Arnett GardensArnett Garden | 2 - 0 | Tivoli GardensTivoli Garden |
| |
| 26 Mar 22 | r11        | Tivoli GardensTivoli Garden | 1 - 3 | CavalierCavalier |
| |
| 04 Apr 22 | r12        | Portmore UnitedPortmore Unit | 1 - 1 | Tivoli GardensTivoli Garden |
| |
| 10 Apr 22 | r13        | Tivoli GardensTivoli Garden | 1 - 1 | Humble LionsHumble Lions |
| |
| 17 Apr 22 | r14        | Harbour ViewHarbour View | 3 - 2 | Tivoli GardensTivoli Garden |
| |
| 24 Apr 22 | r15        | Vere UnitedVere United | 0 - 1 | Tivoli GardensTivoli Garden |
| |
| 01 May 22 | r16        | Tivoli GardensTivoli Garden | 2 - 0 | Montego Bay UnitedMontego Bay U |
| |
| 08 May 22 | r17        | DunbeholdenDunbeholden | 1 - 1 | Tivoli GardensTivoli Garden |
| |
| 17 May 22 | r18        | Tivoli GardensTivoli Garden | 3 - 1 | Molynes UnitedMolynes Unite |
| |
| 22 May 22 | r19        | Mount Pleasant FAMount Pleasan | 4 - 1 | Tivoli GardensTivoli Garden |
| |
| 31 May 22 | r20        | Tivoli GardensTivoli Garden | 0 - 1 | Waterhouse FCWaterhouse FC |
| |
| 05 Jun 22 | r21        | Tivoli GardensTivoli Garden | 1 - 3 | Arnett GardensArnett Garden |
| |
| 12 Jun 22 | r22        | CavalierCavalier | 0 - 1 | Tivoli GardensTivoli Garden |