| 27 Jun 21 | r01        | Portmore UnitedPortmore Unit | 2 - 0 | DunbeholdenDunbeholden |
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| 03 Jul 21 | r02        | DunbeholdenDunbeholden | 0 - 2 | Waterhouse FCWaterhouse FC |
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| 11 Jul 21 | r03        | CavalierCavalier | 0 - 1 | DunbeholdenDunbeholden |
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| 17 Jul 21 | r04        | Harbour ViewHarbour View | 2 - 0 | DunbeholdenDunbeholden |
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| 24 Jul 21 | r05        | DunbeholdenDunbeholden | 3 - 1 | Molynes UnitedMolynes Unite |
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| 01 Aug 21 | r06        | DunbeholdenDunbeholden | 2 - 1 | Vere UnitedVere United |
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| 07 Aug 21 | r07        | DunbeholdenDunbeholden | - | UWIUWI |
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| 16 Aug 21 | r08        | Tivoli GardensTivoli Garden | 1 - 1 | DunbeholdenDunbeholden |
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| 27 Aug 21 | r09        | DunbeholdenDunbeholden | 2 - 1 | Humble LionsHumble Lions |
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| 04 Sep 21 | r10        | Arnett GardensArnett Garden | 1 - 1 | DunbeholdenDunbeholden |
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| 10 Sep 21 | r11        | DunbeholdenDunbeholden | 2 - 5 | Mount Pleasant FAMount Pleasan |
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| 17 Jan 22 | r01        | Vere UnitedVere United | 1 - 2 | DunbeholdenDunbeholden |
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| 24 Jan 22 | r02        | DunbeholdenDunbeholden | 3 - 0 | Montego Bay UnitedMontego Bay U |
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| 30 Jan 22 | r03        | Waterhouse FCWaterhouse FC | 4 - 1 | DunbeholdenDunbeholden |
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| 07 Feb 22 | r04        | Molynes UnitedMolynes Unite | 0 - 1 | DunbeholdenDunbeholden |
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| 13 Feb 22 | r05        | DunbeholdenDunbeholden | 1 - 1 | Mount Pleasant FAMount Pleasan |
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| 21 Feb 22 | r06        | Tivoli GardensTivoli Garden | 0 - 1 | DunbeholdenDunbeholden |
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| 28 Feb 22 | r07        | DunbeholdenDunbeholden | 1 - 2 | Arnett GardensArnett Garden |
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| 07 Mar 22 | r08        | CavalierCavalier | 1 - 2 | DunbeholdenDunbeholden |
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| 14 Mar 22 | r09        | Portmore UnitedPortmore Unit | 2 - 3 | DunbeholdenDunbeholden |
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| 21 Mar 22 | r10        | DunbeholdenDunbeholden | 1 - 0 | Humble LionsHumble Lions |
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| 27 Mar 22 | r11        | Harbour ViewHarbour View | 0 - 1 | DunbeholdenDunbeholden |
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| 05 Apr 22 | r12        | DunbeholdenDunbeholden | 1 - 0 | Vere UnitedVere United |
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| 10 Apr 22 | r13        | Montego Bay UnitedMontego Bay U | 0 - 1 | DunbeholdenDunbeholden |
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| 17 Apr 22 | r14        | DunbeholdenDunbeholden | 2 - 2 | Waterhouse FCWaterhouse FC |
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| 25 Apr 22 | r15        | DunbeholdenDunbeholden | 2 - 1 | Molynes UnitedMolynes Unite |
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| 01 May 22 | r16        | Mount Pleasant FAMount Pleasan | 1 - 3 | DunbeholdenDunbeholden |
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| 08 May 22 | r17        | DunbeholdenDunbeholden | 1 - 1 | Tivoli GardensTivoli Garden |
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| 15 May 22 | r18        | Arnett GardensArnett Garden | 1 - 0 | DunbeholdenDunbeholden |
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| 29 May 22 | r20        | DunbeholdenDunbeholden | 1 - 0 | Portmore UnitedPortmore Unit |
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| 05 Jun 22 | r21        | Humble LionsHumble Lions | 3 - 1 | DunbeholdenDunbeholden |
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| 09 Jun 22 | r19        | DunbeholdenDunbeholden | 1 - 1 | CavalierCavalier |
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| 12 Jun 22 | r22        | DunbeholdenDunbeholden | 1 - 1 | Harbour ViewHarbour View |