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| Date | Match | Score |
|---|---|---|
| 17.05.2026 | Cavalier - Montego Bay United | 0 : 1 |
| 29.03.2026 | Montego Bay United - Cavalier | 3 : 1 |
| 15.02.2026 | Montego Bay United - Cavalier | 1 : 0 |
| 08.12.2025 | Cavalier - Montego Bay United | 3 : 0 |
| 27.04.2025 | Montego Bay United - Cavalier | 1 : 0 |
| 13.02.2025 | Cavalier - Montego Bay United | 1 : 1 |
| 19.12.2024 | Montego Bay United - Cavalier | 1 : 1 |
| 28.01.2024 | Cavalier - Montego Bay United | 1 : 0 |
| 05.11.2023 | Montego Bay United - Cavalier | 1 : 0 |
| 07.05.2023 | Montego Bay United - Cavalier | 1 : 2 |
| Date | Match | Score | Res |
|---|---|---|---|
| 24.05.2026 | Mount Pleasant Academy - Montego Bay United | 2 - 3 | W |
| 21.05.2026 | Montego Bay United - Cavalier | 0 - 2 | L |
| 17.05.2026 | Cavalier - Montego Bay United | 0 - 1 | W |
| 06.05.2026 | Mount Pleasant Academy - Montego Bay United | 2 - 1 | L |
| 03.05.2026 | Montego Bay United - Treasure Beach | 0 - 2 | 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 |