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| Date | Match | Score |
|---|---|---|
| 25.10.2025 | Prison Service - Morvant Caledonia United | 3 : 2 |
| 17.05.2025 | Morvant Caledonia United - Prison Service | 2 : 1 |
| 01.02.2025 | Prison Service - Morvant Caledonia United | 1 : 2 |
| 07.04.2024 | Morvant Caledonia United - Prison Service | 1 : 0 |
| 14.01.2024 | Prison Service - Morvant Caledonia United | 2 : 1 |
| 11.06.2023 | Morvant Caledonia United - Prison Service | 3 : 1 |
| 22.03.2023 | Prison Service - Morvant Caledonia United | 2 : 1 |
| Date | Match | Score | Res |
|---|---|---|---|
| 27.03.2026 | Morvant Caledonia United - Prison Service | 1 - 0 | W |
| 22.03.2026 | Club Sando - Morvant Caledonia United | 0 - 0 | D |
| 19.03.2026 | Athletic Club - Morvant Caledonia United | 0 - 0 | D |
| 14.03.2026 | La Horquetta Rangers - Morvant Caledonia United | 1 - 2 | W |
| 07.03.2026 | Morvant Caledonia United - Central | 1 - 5 | L |
| Date | Match | Score | Res |
|---|---|---|---|
| 27.03.2026 | Morvant Caledonia United - Prison Service | 1 - 0 | L |
| 22.03.2026 | Prison Service - Phoenix | 0 - 0 | D |
| 18.03.2026 | San Juan Jabloteh - Prison Service | 2 - 1 | L |
| 15.03.2026 | Prison Service - Club Sando | 0 - 1 | L |
| 07.03.2026 | Prison Service - Cunupia | 1 - 3 | L |