| Wednesday, 13 September 2023 03:30
|
| DaCosta Cup | Holmwood Tech | 1 | - | 2 | Christiana | |
| Saturday, 16 September 2023 03:30
|
| DaCosta Cup | Christiana | 0 | - | 1 | Bellefield | |
| Tuesday, 19 September 2023 03:30
|
| DaCosta Cup | Knox College | 2 | - | 1 | Christiana | |
| Friday, 22 September 2023 03:30
|
| DaCosta Cup | Christiana | | - | | Mile Gully | |
| Tuesday, 26 September 2023 03:30
|
| DaCosta Cup | Christiana | 1 | - | 0 | Alphansus Davis | |
| Friday, 29 September 2023 03:30
|
| DaCosta Cup | Christiana | 2 | - | 1 | Holmwood Tech | |
| Monday, 02 October 2023 03:30
|
| DaCosta Cup | Bellefield | 0 | - | 2 | Christiana | |
| Tuesday, 03 October 2023 03:30
|
| DaCosta Cup | Bellefield | | - | | Christiana | |
| Wednesday, 04 October 2023 03:30
|
| DaCosta Cup | Christiana | 1 | - | 2 | Mile Gully | |
| Friday, 06 October 2023 03:30
|
| DaCosta Cup | Christiana | 5 | - | 0 | Knox College | |
| Tuesday, 17 October 2023 03:00
|
| DaCosta Cup | Alphansus Davis | 0 | - | 2 | Christiana | |
| Saturday, 21 October 2023 03:00
|
| DaCosta Cup | Christiana | 3 | - | 0 | Rusea's | |
| Wednesday, 25 October 2023 03:00
|
| DaCosta Cup | Rusea's | 0 | - | 0 | Christiana | |
| Saturday, 28 October 2023 03:00
|
| DaCosta Cup | William Knibb | 2 | - | 3 | Christiana | |
| Wednesday, 01 November 2023 03:00
|
| DaCosta Cup | Christiana | 0 | - | 1 | DeCarteret College | |
| Saturday, 04 November 2023 03:00
|
| DaCosta Cup | McGrath | 0 | - | 2 | Christiana | |
| Wednesday, 08 November 2023 03:00
|
| DaCosta Cup | Clarendon College | 4 | - | 0 | Christiana | |
| Saturday, 11 November 2023 03:00
|
| DaCosta Cup | Glenmuir | 1 | - | 0 | Christiana | |
| Tuesday, 14 November 2023 03:00
|
| DaCosta Cup | Christiana | 1 | - | 3 | Manchester | |
| Thursday, 23 November 2023 03:00
|
| DaCosta Cup | Happy Grove | 1 | - | 0 | Christiana | |
SB Football 
