| 24 Aug 25 | r01        | Chapelton MaroonsChapelton Mar | 2 - 1 | Tivoli GardensTivoli Garden |
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| 31 Aug 25 | r02        | Harbour ViewHarbour View | 0 - 2 | Chapelton MaroonsChapelton Mar |
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| 07 Sep 25 | r03        | Chapelton MaroonsChapelton Mar | 3 - 2 | Portmore UnitedPortmore Unit |
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| 14 Sep 25 | r04        | Arnett GardensArnett Garden | 1 - 0 | Chapelton MaroonsChapelton Mar |
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| 22 Sep 25 | r05        | Chapelton MaroonsChapelton Mar | 0 - 0 | Spanish Town PoliceSpanish Town |
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| 30 Sep 25 | r06        | WaterhouseWaterhouse | 3 - 0 | Chapelton MaroonsChapelton Mar |
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| 05 Oct 25 | r07        | Chapelton MaroonsChapelton Mar | 1 - 2 | Montego Bay UnitedMontego Bay U |
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| 12 Oct 25 | r08        | Mount PleasantMount Pleasan | 3 - 1 | Chapelton MaroonsChapelton Mar |
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| 10 Dec 25 | r11        | Chapelton MaroonsChapelton Mar | 0 - 0 | Racing UnitedRacing United |
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| 14 Dec 25 | r12        | DunbeholdenDunbeholden | 0 - 0 | Chapelton MaroonsChapelton Mar |
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| 21 Dec 25 | r13        | Chapelton MaroonsChapelton Mar | 0 - 3 | CavalierCavalier |
| |
| 29 Dec 25 | r14        | Tivoli GardensTivoli Garden | 2 - 0 | Chapelton MaroonsChapelton Mar |
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| 01 Jan 26 | r10        | Treasure BeachTreasure Beac | 0 - 1 | Chapelton MaroonsChapelton Mar |
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| 04 Jan 26 | r15        | Chapelton MaroonsChapelton Mar | 2 - 1 | Harbour ViewHarbour View |
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| 11 Jan 26 | r16        | Portmore UnitedPortmore Unit | 0 - 0 | Chapelton MaroonsChapelton Mar |
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| 16 Jan 26 | r17        | Chapelton MaroonsChapelton Mar | 3 - 0 | Arnett GardensArnett Garden |
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| 18 Jan 26 | r18        | Spanish Town PoliceSpanish Town | 0 - 1 | Chapelton MaroonsChapelton Mar |
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| 22 Jan 26 | r19        | Chapelton MaroonsChapelton Mar | 0 - 1 | WaterhouseWaterhouse |
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| 25 Jan 26 | r20        | Montego Bay UnitedMontego Bay U | 2 - 0 | Chapelton MaroonsChapelton Mar |
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| 01 Feb 26 | r21        | Chapelton MaroonsChapelton Mar | 0 - 2 | Mount PleasantMount Pleasan |
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| 08 Feb 26 | r22        | Molynes UnitedMolynes Unite | 0 - 0 | Chapelton MaroonsChapelton Mar |
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| 11 Feb 26 | r09        | Chapelton MaroonsChapelton Mar | 1 - 0 | Molynes UnitedMolynes Unite |
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| 15 Feb 26 | r23        | Chapelton MaroonsChapelton Mar | 2 - 0 | Treasure BeachTreasure Beac |
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| 23 Feb 26 | r24        | Racing UnitedRacing United | 2 - 0 | Chapelton MaroonsChapelton Mar |
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| 01 Mar 26 | r25        | Chapelton MaroonsChapelton Mar | 0 - 1 | DunbeholdenDunbeholden |
| |
| 08 Mar 26 | r26        | CavalierCavalier | 1 - 0 | Chapelton MaroonsChapelton Mar |
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| 15 Mar 26 | r27        | Chapelton MaroonsChapelton Mar | 2 - 0 | DunbeholdenDunbeholden |
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| 19 Mar 26 | r28        | Racing UnitedRacing United | 3 - 0 | Chapelton MaroonsChapelton Mar |
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| 22 Mar 26 | r29        | Chapelton MaroonsChapelton Mar | 3 - 1 | Montego Bay UnitedMontego Bay U |
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| 25 Mar 26 | r30        | Tivoli GardensTivoli Garden | 0 - 1 | Chapelton MaroonsChapelton Mar |
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| 29 Mar 26 | r31        | Chapelton MaroonsChapelton Mar | 2 - 2 | Molynes UnitedMolynes Unite |
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| 05 Apr 26 | r32        | Harbour ViewHarbour View | 1 - 1 | Chapelton MaroonsChapelton Mar |
| |
| 12 Apr 26 | r33        | Chapelton MaroonsChapelton Mar | 1 - 4 | CavalierCavalier |
| |
| 15 Apr 26 | r34        | Treasure BeachTreasure Beac | 0 - 3 | Chapelton MaroonsChapelton Mar |
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| 19 Apr 26 | r35        | Chapelton MaroonsChapelton Mar | 0 - 2 | Portmore UnitedPortmore Unit |
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| 24 Apr 26 | r36        | Mount PleasantMount Pleasan | 5 - 2 | Chapelton MaroonsChapelton Mar |
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| 26 Apr 26 | r37        | Chapelton MaroonsChapelton Mar | 6 - 2 | Spanish Town PoliceSpanish Town |
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| 03 May 26 | r38        | WaterhouseWaterhouse | 3 - 0 | Chapelton MaroonsChapelton Mar |
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| 06 May 26 | r39        | Chapelton MaroonsChapelton Mar | 2 - 7 | Arnett GardensArnett Garden |