Thursday, 14 September 2023 03:30
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| DaCosta Cup | Lennon | 1 | - | 0 | Claude Mckay | |
Wednesday, 20 September 2023 03:30
|
| DaCosta Cup | Clarendon College | 8 | - | 0 | Claude Mckay | |
Friday, 29 September 2023 03:30
|
| DaCosta Cup | Edwin Allen | 7 | - | 0 | Claude Mckay | |
Wednesday, 04 October 2023 01:30
|
| DaCosta Cup | Claude Mckay | 1 | - | 3 | Lennon | |
Saturday, 07 October 2023 03:30
|
| DaCosta Cup | Clarendon College | 15 | - | 0 | Claude Mckay | |
Saturday, 14 October 2023 03:30
|
| DaCosta Cup | Claude Mckay | | - | | Thompson Town | |
Tuesday, 17 October 2023 03:00
|
| DaCosta Cup | Claude Mckay | 0 | - | 2 | Thompson Town | |