Tuesday, 12 September 2023 03:30
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| DaCosta Cup | Lacovia | 0 | - | 2 | St Elizabeth Technical | |
Friday, 15 September 2023 03:30
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| DaCosta Cup | Maggotty | 1 | - | 2 | St Elizabeth Technical | |
Wednesday, 20 September 2023 03:30
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| DaCosta Cup | St Elizabeth Technical | 8 | - | 0 | Newell | |
Saturday, 23 September 2023 03:30
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| DaCosta Cup | St Elizabeth Technical | 1 | - | 1 | Munro College | |
Wednesday, 27 September 2023 03:30
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| DaCosta Cup | St Elizabeth Technical | 9 | - | 1 | Sydney Pagon | |
Saturday, 30 September 2023 03:30
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| DaCosta Cup | St Elizabeth Technical | 20 | - | 0 | Roger Clarke High | |
Wednesday, 04 October 2023 03:30
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| DaCosta Cup | B.B. Coke | 0 | - | 1 | St Elizabeth Technical | |
Wednesday, 11 October 2023 03:00
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| DaCosta Cup | Munro College | 1 | - | 1 | St Elizabeth Technical | |
Saturday, 14 October 2023 03:30
|
| DaCosta Cup | B.B. Coke | 1 | - | 1 | St Elizabeth Technical | |
Friday, 20 October 2023 03:00
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| DaCosta Cup | Irwin | 0 | - | 1 | St Elizabeth Technical | |
Tuesday, 24 October 2023 03:00
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| DaCosta Cup | St Elizabeth Technical | 2 | - | 0 | Irwin | |
Saturday, 28 October 2023 03:00
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| DaCosta Cup | Cornwall College | 2 | - | 3 | St Elizabeth Technical | |
Wednesday, 01 November 2023 04:30
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| DaCosta Cup | St Elizabeth Technical | 0 | - | 1 | Clarendon College | |
Saturday, 04 November 2023 03:00
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| DaCosta Cup | Mile Gully | 0 | - | 0 | St Elizabeth Technical | |
Wednesday, 15 November 2023 03:00
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| DaCosta Cup | St Elizabeth Technical | 1 | - | 0 | William Knibb | |
Thursday, 23 November 2023 03:00
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| DaCosta Cup | St Elizabeth Technical | 4 | - | 3 | Cornwall College | |
Wednesday, 29 November 2023 03:00
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| DaCosta Cup | St Elizabeth Technical | 1 | - | 2 | McGrath | |