| 25.02.2025 |  PRE | Montego Bay United FC Montego Bay United FC | 1 - 1 | Mount Pleasant Mount Pleasant | | |
| 25.11.2024 | PRE | Mount Pleasant Mount Pleasant | 3 - 0 | Montego Bay United FC Montego Bay United FC | | |
| 26.02.2024 | PRE | Mount Pleasant Mount Pleasant | 1 - 1 | Montego Bay United FC Montego Bay United FC | | |
| 28.11.2023 | PRE | Montego Bay United FC Montego Bay United FC | 1 - 2 | Mount Pleasant Mount Pleasant | | |
| 04.04.2023 | PRE | Montego Bay United FC Montego Bay United FC | 2 - 2 | Mount Pleasant Mount Pleasant | | |
| 02.01.2023 | PRE | Mount Pleasant Mount Pleasant | 5 - 1 | Montego Bay United FC Montego Bay United FC | | |
| 25.04.2022 | PRE | Montego Bay United FC Montego Bay United FC | 0 - 3 | Mount Pleasant Mount Pleasant | | |
| 07.02.2022 | PRE | Mount Pleasant Mount Pleasant | 4 - 0 | Montego Bay United FC Montego Bay United FC | | |
| 04.02.2019 | PRE | Mount Pleasant Mount Pleasant | 2 - 0 | Montego Bay United FC Montego Bay United FC | | |
| 14.01.2019 | PRE | Montego Bay United FC Montego Bay United FC | 1 - 0 | Mount Pleasant Mount Pleasant | | |
| 02.10.2018 | PRE | Montego Bay United FC Montego Bay United FC | 1 - 1 | Mount Pleasant Mount Pleasant | |
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