| Tuesday, 12 September 2023 03:30
|
| DaCosta Cup | Browns Town | 1 | - | 0 | William Knibb | |
| Friday, 15 September 2023 03:30
|
| DaCosta Cup | Ferncourt High | 0 | - | 10 | William Knibb | |
| Wednesday, 20 September 2023 03:30
|
| DaCosta Cup | William Knibb | 0 | - | 1 | Ocho Rios | |
| Saturday, 23 September 2023 03:30
|
| DaCosta Cup | William Knibb | 3 | - | 0 | Cedric Titus | |
| Wednesday, 27 September 2023 03:30
|
| DaCosta Cup | William Knibb | 8 | - | 0 | Discovery Bay High | |
| Saturday, 30 September 2023 03:30
|
| DaCosta Cup | William Knibb | 5 | - | 0 | Aabuthnott Gallimore | |
| Tuesday, 03 October 2023 03:30
|
| DaCosta Cup | William Knibb | 0 | - | 0 | Kemps Hill | |
| Tuesday, 03 October 2023 03:30
|
| DaCosta Cup | York Castle | | - | | William Knibb | |
| Wednesday, 04 October 2023 03:30
|
| DaCosta Cup | York Castle | 0 | - | 2 | William Knibb | |
| Wednesday, 11 October 2023 02:00
|
| DaCosta Cup | Ocho Rios | 0 | - | 3 | William Knibb | |
| Tuesday, 17 October 2023 03:00
|
| DaCosta Cup | William Knibb | 5 | - | 1 | Browns Town | |
| Saturday, 21 October 2023 03:00
|
| DaCosta Cup | William Knibb | 0 | - | 0 | Central | |
| Wednesday, 25 October 2023 01:00
|
| DaCosta Cup | Central | 0 | - | 1 | William Knibb | |
| Saturday, 28 October 2023 03:00
|
| DaCosta Cup | William Knibb | 2 | - | 3 | Christiana | |
| Wednesday, 01 November 2023 03:00
|
| DaCosta Cup | William Knibb | 0 | - | 0 | McGrath | |
| Saturday, 04 November 2023 03:00
|
| DaCosta Cup | Dinthill Tech | 2 | - | 1 | William Knibb | |
| Wednesday, 15 November 2023 03:00
|
| DaCosta Cup | St Elizabeth Technical | 1 | - | 0 | William Knibb | |
SB Football 
