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| Date | Match | Score |
|---|---|---|
| 20.05.2026 | Mount Pleasant Academy - Portmore United | 2 : 4 |
| 18.05.2026 | Portmore United - Mount Pleasant Academy | 0 : 1 |
| 24.03.2026 | Mount Pleasant Academy - Portmore United | 4 : 1 |
| 02.03.2026 | Mount Pleasant Academy - Portmore United | 1 : 1 |
| 14.12.2025 | Portmore United - Mount Pleasant Academy | 0 : 2 |
| 12.03.2025 | Portmore United - Mount Pleasant Academy | 1 : 0 |
| 22.12.2024 | Mount Pleasant Academy - Portmore United | 1 : 0 |
| 15.09.2024 | Portmore United - Mount Pleasant Academy | 0 : 2 |
| 17.01.2024 | Portmore United - Mount Pleasant Academy | 1 : 1 |
| 22.10.2023 | Mount Pleasant Academy - Portmore United | 1 : 0 |
| Date | Match | Score | Res |
|---|---|---|---|
| 09.09.2026 | Portmore United - Mount Pleasant Academy | 0 - 1 | W |
| 03.09.2026 | Salcedo - Mount Pleasant Academy | 1 - 1 | D |
| 18.08.2026 | Mount Pleasant Academy - Cibao | 1 - 2 | L |
| 02.08.2026 | Mount Pleasant Academy - Delfines Del Este | 1 - 0 | W |
| 31.07.2026 | Mount Pleasant Academy - Robin Hood | 3 - 1 | W |
| Date | Match | Score | Res |
|---|---|---|---|
| 09.09.2026 | Portmore United - Mount Pleasant Academy | 0 - 1 | L |
| 04.09.2026 | Cavalier - Portmore United | 0 - 2 | W |
| 04.08.2026 | Portmore United - Salcedo | 1 - 2 | L |
| 25.05.2026 | Portmore United - Cavalier | 2 - 2 | D |
| 20.05.2026 | Mount Pleasant Academy - Portmore United | 2 - 4 | W |