| Tuesday, 12 September 2023 03:30
|
| DaCosta Cup | Munro College | 1 | - | 1 | Maggotty | |
| Friday, 15 September 2023 03:30
|
| DaCosta Cup | Maggotty | 1 | - | 2 | St Elizabeth Technical | |
| Wednesday, 20 September 2023 03:30
|
| DaCosta Cup | B.B. Coke | 2 | - | 1 | Maggotty | |
| Wednesday, 27 September 2023 03:30
|
| DaCosta Cup | Maggotty | 4 | - | 2 | Lacovia | |
| Saturday, 30 September 2023 03:30
|
| DaCosta Cup | Newell | 1 | - | 3 | Maggotty | |
| Tuesday, 03 October 2023 03:30
|
| DaCosta Cup | Sydney Pagon | | - | | Maggotty | |
| Wednesday, 04 October 2023 03:30
|
| DaCosta Cup | Sydney Pagon | 1 | - | 3 | Maggotty | |
| Friday, 13 October 2023 03:00
|
| DaCosta Cup | Maggotty | 5 | - | 6 | Newell | |
| Tuesday, 17 October 2023 03:00
|
| DaCosta Cup | Maggotty | 3 | - | 0 | Roger Clarke High | |
SB Football 
