| Tuesday, 12 September 2023 03:30
|
| DaCosta Cup | Cedric Titus | | - | | Ferncourt High | |
| Friday, 15 September 2023 03:30
|
| DaCosta Cup | Cedric Titus | 2 | - | 1 | Ocho Rios | |
| Wednesday, 20 September 2023 03:30
|
| DaCosta Cup | Cedric Titus | | - | | Discovery Bay High | |
| Saturday, 23 September 2023 03:30
|
| DaCosta Cup | William Knibb | 3 | - | 0 | Cedric Titus | |
| Tuesday, 26 September 2023 03:30
|
| DaCosta Cup | Aabuthnott Gallimore | 0 | - | 10 | Cedric Titus | |
| Saturday, 30 September 2023 03:30
|
| DaCosta Cup | York Castle | 2 | - | 2 | Cedric Titus | |
| Tuesday, 03 October 2023 03:30
|
| DaCosta Cup | Cedric Titus | | - | | Browns Town | |
| Wednesday, 04 October 2023 03:30
|
| DaCosta Cup | Cedric Titus | 1 | - | 0 | Browns Town | |
| Wednesday, 11 October 2023 02:00
|
| DaCosta Cup | Browns Town | 1 | - | 2 | Cedric Titus | |
| Tuesday, 17 October 2023 03:00
|
| DaCosta Cup | Cedric Titus | 1 | - | 4 | Ocho Rios | |
| Saturday, 21 October 2023 01:00
|
| DaCosta Cup | Tacky | 0 | - | 0 | Cedric Titus | |
| Wednesday, 25 October 2023 03:00
|
| DaCosta Cup | Cedric Titus | 2 | - | 4 | Tacky | |
SB Football 
