| 22.03.2026 | D1 | Caledonia AIA FC | 0-5 | Club Sando | |
| 02.11.2025 | D1 | Caledonia AIA FC | 0-2 | Club Sando | |
| 18.04.2025 | D1 | Caledonia AIA FC | 0-5 | Club Sando | |
| 04.01.2025 | D1 | Club Sando | 2-2 | Caledonia AIA FC | |
| 16.04.2024 | D1 | Club Sando | 2-2 | Caledonia AIA FC | |
| 19.01.2024 | D1 | Caledonia AIA FC | 1-2 | Club Sando |
| GP | W | D | L | GF | GA | +/- | |
| home | 6 | 3 | 1 | 2 | 12 | 4 | 8 |
| away | 6 | 5 | 0 | 1 | 14 | 4 | 10 |
| total | 6 | 4 | 1 | 1 | 13 | 2 | 11 |
| Sando win | 63.15% | 12 |
| draw | 26.32% | 5 |
| Sando lose | 10.53% | 2 |
| GP | W | D | L | GF | GA | +/- | |
| home | 6 | 0 | 0 | 6 | 1 | 14 | -13 |
| away | 6 | 2 | 0 | 4 | 9 | 10 | -1 |
| total | 6 | 1 | 0 | 5 | 6 | 12 | -6 |
| Caledonia AIA win | 10.52% | 2 |
| draw | 26.32% | 5 |
| Caledonia AIA lose | 63.16% | 12 |
| 28.03.2026 | D1 | Club Sando | 0-0 | Eagles FC (T&T) | ![]() |
| 22.03.2026 | D1 | Caledonia AIA FC | 0-5 | Club Sando | ![]() |
| 19.03.2026 | D1 | Club Sando | 2-1 | Defence Force | ![]() |
| 15.03.2026 | D1 | Club Sando | 0-1 | Prison Service FC | ![]() |
| 07.03.2026 | D1 | La Horquetta Rangers | 0-3 | Club Sando | ![]() |
| 28.02.2026 | D1 | Club Sando | 3-0 | Central FC (T&T) | ![]() |
| 27.03.2026 | D1 | Prison Service FC | 1-0 | Caledonia AIA FC | ![]() |
| 22.03.2026 | D1 | Caledonia AIA FC | 0-5 | Club Sando | ![]() |
| 19.03.2026 | D1 | Caledonia AIA FC | 0-2 | AC Port of Spain | ![]() |
| 14.03.2026 | D1 | Caledonia AIA FC | 1-2 | La Horquetta Rangers | ![]() |
| 07.03.2026 | D1 | Central FC (T&T) | 1-5 | Caledonia AIA FC | ![]() |
| 01.03.2026 | D1 | Caledonia AIA FC | 0-1 | San Juan Jabloteh | ![]() |
| over 2.5 | 59.09% | 13 |
| under 2.5 | 40.91% | 9 |
| over 2.5 | 63.64% | 14 |
| under 2.5 | 36.36% | 8 |
Sponsored links