All countries
| Defence Force | Prison Service | 2:0 (1:0, 1:0) | details | 01.02.2026 | ||||
| Prison Service | Port Of Spain | 0:3 (0:1, 0:2) | details | 29.01.2026 | ||||
| Police | Prison Service | 1:1 (1:0, 0:1) | details | 17.01.2026 | ||||
| Prison Service | Point Fortin | 3:1 (1:0, 2:1) | details | 11.01.2026 | ||||
| Prison Service | Point Fortin | 3:1 (2:1, 1:0) | details | 04.01.2026 | ||||
| Police | Prison Service | 0:1 (0:0, 0:1) | details | 27.12.2025 | ||||
| Prison Service | Port Of Spain | 1:2 (0:1, 1:1) | details | 20.12.2025 | ||||
| Prison Service | Defence Force | 1:2 (0:1, 1:1) | details | 12.12.2025 | ||||
| Prison Service | San Juan Jabloteh | 2:2 (0:1, 2:1) | details | 08.12.2025 | ||||
| Central FC | Prison Service | 1:0 (0:0, 1:0) | details | 30.11.2025 | ||||
| La Horquetta | Prison Service | 0:1 (0:0, 0:1) | details | 24.11.2025 | ||||
| Eagles FC | Prison Service | 0:1 | details | 19.11.2025 | ||||
| Sando | Prison Service | 0:1 (0:0, 0:1) | details | 09.11.2025 | ||||
| 1976 Phoenix FC | Prison Service | 0:4 (0:0, 0:4) | details | 02.11.2025 | ||||
| Prison Service | Morvant Caledonia Utd | 3:2 (2:1, 1:1) | details | 25.10.2025 | ||||
| 22. Round | Prison Service | Defence Force | 1:4 (0:2, 1:2) | details | 02.06.2025 | |||
| 21. Round | Prison Service | Central FC | 0:4 (0:3, 0:1) | details | 24.05.2025 | |||
| 20. Round | Morvant Caledonia Utd | Prison Service | 2:1 (0:1, 2:0) | details | 17.05.2025 | |||
| 19. Round | Prison Service | Port Of Spain | 0:4 (0:3, 0:1) | details | 12.05.2025 | |||
| 18. Round | Eagles FC | Prison Service | 1:0 (0:0, 1:0) | details | 03.05.2025 | |||
| 17. Round | Prison Service | La Horquetta | 2:2 (1:1, 1:1) | details | 27.04.2025 | |||
| 16. Round | San Juan Jabloteh | Prison Service | 2:2 (1:0, 1:2) | details | 18.04.2025 | |||
| 15. Round | Prison Service | Police | 0:3 (0:0, 0:3) | details | 13.04.2025 | |||
| 14. Round | Prison Service | 1976 Phoenix FC | 3:0 (2:0, 1:0) | details | 06.04.2025 | |||
| 13. Round | Point Fortin | Prison Service | 0:3 (0:1, 0:2) | details | 29.03.2025 | |||
| 12. Round | Prison Service | Sando | 0:3 (0:2, 0:1) | details | 15.03.2025 | |||
| 11. Round | Defence Force | Prison Service | 1:0 (1:0, 0:0) | details | 16.02.2025 | |||
| 10. Round | Central FC | Prison Service | 3:2 (1:1, 2:1) | details | 09.02.2025 | |||
| 9. Round | Prison Service | Morvant Caledonia Utd | 1:2 (1:0, 0:2) | details | 02.02.2025 | |||
| 8. Round | Port Of Spain | Prison Service | 3:0 (1:0, 2:0) | details | 26.01.2025 | |||
| 7. Round | Prison Service | Eagles FC | 2:4 (1:1, 1:3) | details | 18.01.2025 | |||
| 6. Round | La Horquetta | Prison Service | 0:0 (0:0, 0:0) | details | 12.01.2025 | |||
| 5. Round | Prison Service | San Juan Jabloteh | 2:2 (2:1, 0:1) | details | 04.01.2025 | |||
| 4. Round | Police | Prison Service | 5:1 (1:0, 4:1) | details | 27.12.2024 | |||
| 3. Round | 1976 Phoenix FC | Prison Service | 2:1 (1:0, 1:1) | details | 22.12.2024 | |||
| 2. Round | Prison Service | Point Fortin | 2:0 (1:0, 1:0) | details | 14.12.2024 | |||
| 1. Round | Prison Service | Sando | 1:1 (0:0, 1:1) | details | 08.12.2024 | |||
| 21. Round | La Horquetta | Prison Service | 2:1 (1:0, 1:1) | details | 10.05.2024 | |||
| 20. Round | Prison Service | Port Of Spain | 1:1 (1:0, 0:1) | details | 03.05.2024 | |||
| 19. Round | Morvant Caledonia Utd | Prison Service | 1:0 (1:0, 0:0) | details | 07.04.2024 | |||
| 18. Round | Prison Service | Point Fortin | 0:1 (0:0, 0:1) | details | 04.04.2024 | |||
| 17. Round | Sando | Prison Service | 2:1 (1:0, 1:1) | details | 27.03.2024 | |||
| 16. Round | 1976 Phoenix FC | Prison Service | 0:2 (0:1, 0:1) | details | 17.03.2024 | |||
| 15. Round | Prison Service | Police | 0:1 (0:0, 0:1) | details | 10.03.2024 | |||
| 14. Round | Defence Force | Prison Service | 0:1 (0:1, 0:0) | details | 06.03.2024 | |||
| 13. Round | Prison Service | Eagles FC | 0:3 (0:1, 0:2) | details | 25.02.2024 | |||
| 12. Round | Central FC | Prison Service | 0:4 (0:2, 0:2) | details | 18.02.2024 | |||
| 10. Round | Prison Service | La Horquetta | 1:3 (0:2, 1:1) | details | 29.01.2024 | |||
| 9. Round | Port Of Spain | Prison Service | 5:1 (4:0, 1:1) | details | 20.01.2024 | |||
| 8. Round | Prison Service | Morvant Caledonia Utd | 2:1 (1:0, 1:1) | details | 14.01.2024 | |||