| 13 Sep 26 | r01        | Montego Bay UnitedMontego Bay U | 2 - 0 | Phoenix Chapelton MaroonsPhoenix Chape |
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| 20 Sep 26 | r02        | Montego Bay UnitedMontego Bay U | 0 - 0 | Tru-JuiceTru-Juice |
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| 27 Sep 26 | r03        | Racing UnitedRacing United | 0 - 1 | Montego Bay UnitedMontego Bay U |
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| 04 Oct 26 | r04        | Montego Bay UnitedMontego Bay U | 1 - 0 | DunbeholdenDunbeholden |
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| 11 Oct 26 | r05        | CavalierCavalier | 1 - 3 | Montego Bay UnitedMontego Bay U |
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| 18 Oct 26 | r06        | Montego Bay UnitedMontego Bay U | 2 - 2 | Arnett GardensArnett Garden |
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| 27 Oct 26 | r07        | Mount PleasantMount Pleasan | 2 - 1 | Montego Bay UnitedMontego Bay U |
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| 01 Nov 26 | r08        | Montego Bay UnitedMontego Bay U | 2 - 2 | Portmore UnitedPortmore Unit |