| Tuesday, 12 September 2023 03:30
|
| DaCosta Cup | Cross Keys | 1 | - | 7 | Belair | |
| Friday, 15 September 2023 03:30
|
| DaCosta Cup | May Day | | - | | Cross Keys | |
| Wednesday, 20 September 2023 03:30
|
| DaCosta Cup | Cross Keys | 0 | - | 12 | Manchester | |
| Saturday, 23 September 2023 03:30
|
| DaCosta Cup | DeCarteret College | 8 | - | 0 | Cross Keys | |
| Tuesday, 26 September 2023 03:30
|
| DaCosta Cup | Mt. St. Joseph Catholic | | - | | Cross Keys | |
| Wednesday, 27 September 2023 03:30
|
| DaCosta Cup | Mt. St Joseph | 1 | - | 0 | Cross Keys | |
| Thursday, 28 September 2023 03:30
|
| DaCosta Cup | Mt. St Joseph | 3 | - | 0 | Cross Keys | |
| Monday, 02 October 2023 03:30
|
| DaCosta Cup | Cross Keys | 1 | - | 4 | May Day | |
| Thursday, 05 October 2023 03:30
|
| DaCosta Cup | Manchester | 12 | - | 0 | Cross Keys | |
SB Football 
