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Jamaica
| 20.10.2024 | D1 | Portmore United | 2-1 | Chapelton Maroons FC | |
| 06.03.2023 | D1 | Portmore United | 0-0 | Chapelton Maroons FC | |
| 05.12.2022 | D1 | Chapelton Maroons FC | 0-1 | Portmore United |
| GP | W | D | L | GF | GA | +/- | |
| home | 6 | 1 | 4 | 1 | 6 | 6 | 0 |
| away | 6 | 1 | 1 | 4 | 6 | 8 | -2 |
| total | 6 | 2 | 2 | 2 | 6 | 5 | 1 |
| Chapelton Mar. win | % | 0 |
| draw | 33.33% | 1 |
| Chapelton Mar. lose | 66.67% | 2 |
| GP | W | D | L | GF | GA | +/- | |
| home | 6 | 2 | 3 | 1 | 10 | 3 | 7 |
| away | 6 | 2 | 3 | 1 | 7 | 5 | 2 |
| total | 6 | 2 | 3 | 1 | 9 | 4 | 5 |
| Portmore Utd win | 66.67% | 2 |
| draw | 33.33% | 1 |
| Portmore Utd lose | % | 0 |
| 29.01.2025 | D1 | Mount Pleasant | P-P | Chapelton Maroons FC |  |
| 26.01.2025 | D1 | Chapelton Maroons FC | P-P | Racing United FC | |
| 19.01.2025 | D1 | Humble Lions | 1-0 | Chapelton Maroons FC |  |
| 12.01.2025 | D1 | Chapelton Maroons FC | 0-0 | Molynes United |  |
| 05.01.2025 | D1 | Montego Bay Utd | 2-1 | Chapelton Maroons FC | |
| 30.12.2024 | D1 | Arnett Gardens | 1-1 | Chapelton Maroons FC | |
| 19.01.2025 | D1 | Portmore United | 4-0 | Harbour View |  |
| 12.01.2025 | D1 | Vere United | 0-2 | Portmore United | |
| 06.01.2025 | D1 | Tivoli Gardens | 1-1 | Portmore United | |
| 29.12.2024 | D1 | Portmore United | 1-1 | Cavalier FC | |
| 22.12.2024 | D1 | Mount Pleasant | 1-0 | Portmore United | |
| 08.12.2024 | D1 | Portmore United | 1-1 | Racing United FC | |
| over 2.5 | 38.89% | 7 |
| under 2.5 | 61.11% | 11 |
| over 2.5 | 38.89% | 7 |
| under 2.5 | 61.11% | 11 |
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