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Jamaica
| 17.01.2022 | D1 | Tivoli Gardens | 1-1 | Portmore United | |
| 19.07.2021 | D1 | Tivoli Gardens | 1-3 | Portmore United | |
| 01.03.2020 | D1 | Portmore United | 0-1 | Tivoli Gardens | |
| 17.11.2019 | D1 | Tivoli Gardens | 0-1 | Portmore United | |
| 06.10.2019 | D1 | Tivoli Gardens | 1-1 | Portmore United | |
| 11.03.2019 | D1 | Tivoli Gardens | 3-2 | Portmore United |
| GP | W | D | L | GF | GA | +/- | |
| home | 6 | 4 | 0 | 2 | 10 | 5 | 5 |
| away | 4 | 2 | 1 | 1 | 4 | 3 | 1 |
| total | 6 | 4 | 1 | 1 | 9 | 3 | 6 |
| Portmore Utd win | 40.00% | 24 |
| draw | 38.33% | 23 |
| Portmore Utd lose | 21.67% | 13 |
| GP | W | D | L | GF | GA | +/- | |
| home | 4 | 1 | 2 | 1 | 2 | 2 | 0 |
| away | 6 | 0 | 2 | 4 | 5 | 9 | -4 |
| total | 6 | 0 | 3 | 3 | 5 | 8 | -3 |
| Tivoli Gardens win | 21.67% | 13 |
| draw | 38.33% | 23 |
| Tivoli Gardens lose | 40.00% | 24 |
| 17.11.2024 | D1 | Portmore United | 0-1 | Arnett Gardens |  |
| 10.11.2024 | D1 | Humble Lions | 0-1 | Portmore United |  |
| 03.11.2024 | D1 | Portmore United | 4-0 | Molynes United | |
| 27.10.2024 | D1 | Montego Bay Utd | 0-0 | Portmore United |  |
| 20.10.2024 | D1 | Portmore United | 2-1 | Chapelton Maroons FC | |
| 16.10.2024 | D1 | Harbour View | 1-2 | Portmore United | |
| 21.11.2024 | D1 | Dunbeholden FC | 2-1 | Tivoli Gardens | |
| 17.11.2024 | D1 | Vere United | 2-2 | Tivoli Gardens | |
| 12.11.2024 | D1 | Arnett Gardens | 2-1 | Tivoli Gardens | |
| 03.11.2024 | D1 | Tivoli Gardens | 1-1 | Cavalier FC | |
| 27.10.2024 | D1 | Mount Pleasant | 1-0 | Tivoli Gardens | |
| 24.10.2024 | D1 | Tivoli Gardens | 0-0 | Molynes United | |
| over 2.5 | 50.00% | 5 |
| under 2.5 | 50.00% | 5 |
| over 2.5 | 40.00% | 4 |
| under 2.5 | 60.00% | 6 |
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