Tuesday, 12 September 2023 03:30
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| DaCosta Cup | Titchfield | 3 | - | 0 | Fair Prospect | |
Wednesday, 20 September 2023 03:30
|
| DaCosta Cup | Fair Prospect | 1 | - | 1 | Port Antonio | |
Thursday, 28 September 2023 03:30
|
| DaCosta Cup | Fair Prospect | | - | | Titchfield | |
Wednesday, 04 October 2023 03:30
|
| DaCosta Cup | Fair Prospect | 4 | - | 3 | Titchfield | |
Friday, 06 October 2023 03:30
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| DaCosta Cup | Port Antonio | 4 | - | 0 | Fair Prospect | |
Friday, 13 October 2023 03:00
|
| DaCosta Cup | Fair Prospect | 2 | - | 3 | Happy Grove | |
Saturday, 14 October 2023 03:30
|
| DaCosta Cup | Fair Prospect | | - | | Happy Grove | |