| Tuesday, 12 September 2023 03:30
|
| DaCosta Cup | Discovery Bay High | | - | | Ocho Rios | |
| Friday, 15 September 2023 03:30
|
| DaCosta Cup | Cedric Titus | 2 | - | 1 | Ocho Rios | |
| Wednesday, 20 September 2023 03:30
|
| DaCosta Cup | William Knibb | 0 | - | 1 | Ocho Rios | |
| Saturday, 23 September 2023 03:30
|
| DaCosta Cup | Ocho Rios | | - | | Browns Town | |
| Tuesday, 26 September 2023 03:30
|
| DaCosta Cup | Ocho Rios | | - | | York Castle | |
| Saturday, 30 September 2023 03:30
|
| DaCosta Cup | Ocho Rios | 7 | - | 0 | Ferncourt High | |
| Monday, 02 October 2023 03:30
|
| DaCosta Cup | Ocho Rios | 1 | - | 1 | Browns Town | |
| Tuesday, 03 October 2023 03:30
|
| DaCosta Cup | Aabuthnott Gallimore | | - | | Ocho Rios | |
| Wednesday, 04 October 2023 03:30
|
| DaCosta Cup | Aabuthnott Gallimore | 0 | - | 4 | Ocho Rios | |
| Wednesday, 11 October 2023 02:00
|
| DaCosta Cup | Ocho Rios | 0 | - | 3 | William Knibb | |
| Saturday, 14 October 2023 03:30
|
| DaCosta Cup | Ocho Rios | 0 | - | 0 | Browns Town | |
| Tuesday, 17 October 2023 03:00
|
| DaCosta Cup | Cedric Titus | 1 | - | 4 | Ocho Rios | |
| Saturday, 21 October 2023 03:00
|
| DaCosta Cup | Ocho Rios | 1 | - | 2 | Happy Grove | |
| Wednesday, 25 October 2023 03:00
|
| DaCosta Cup | Happy Grove | 2 | - | 2 | Ocho Rios | |
SB Football 
