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| Date | Match | Score |
|---|---|---|
| 22.03.2026 | Waterhouse - Cavalier | 2 : 1 |
| 12.01.2026 | Waterhouse - Cavalier | 0 : 0 |
| 09.09.2025 | Cavalier - Waterhouse | 0 : 1 |
| 09.03.2025 | Waterhouse - Cavalier | 1 : 1 |
| 07.01.2025 | Cavalier - Waterhouse | 2 : 2 |
| 29.09.2024 | Waterhouse - Cavalier | 0 : 2 |
| 04.02.2024 | Waterhouse - Cavalier | 0 : 1 |
| 14.11.2023 | Cavalier - Waterhouse | 1 : 1 |
| 23.04.2023 | Waterhouse - Cavalier | 1 : 0 |
| 21.01.2023 | Cavalier - Waterhouse | 0 : 1 |
| Date | Match | Score | Res |
|---|---|---|---|
| 13.05.2026 | Waterhouse - Cavalier | 0 - 2 | L |
| 11.05.2026 | Cavalier - Waterhouse | 2 - 2 | D |
| 06.05.2026 | Waterhouse - Dunbeholden | 4 - 0 | W |
| 03.05.2026 | Waterhouse - Chapelton | 3 - 0 | W |
| 28.04.2026 | Mount Pleasant Academy - Waterhouse | 2 - 1 | L |
| Date | Match | Score | Res |
|---|---|---|---|
| 04.09.2026 | Cavalier - Portmore United | 0 - 2 | L |
| 21.08.2026 | Cavalier - Salcedo | 0 - 0 | D |
| 06.08.2026 | Cibao - Cavalier | 0 - 0 | D |
| 25.05.2026 | Portmore United - Cavalier | 2 - 2 | D |
| 21.05.2026 | Montego Bay United - Cavalier | 0 - 2 | W |