1. Round | 05/08/2023 | Stellenbosch FC | - | Orlando Pirates | 1:0 | ||||
2. Round | 08/08/2023 | Orlando Pirates | - | Royal AM | 4:2 | ||||
3. Round | 15/08/2023 | Chippa United | - | Orlando Pirates | 1:1 | ||||
7. Round | 20/09/2023 | Orlando Pirates | - | Mamelodi Sundowns | 0:1 | ||||
13. Round | 25/11/2023 | Richards Bay FC | - | Orlando Pirates | 0:0 | ||||
4. Round | 05/12/2023 | Orlando Pirates | - | Moroka Swallows | 2:0 | ||||
14. Round | 09/12/2023 | Orlando Pirates | - | TS Galaxy | 1:0 | ||||
8. Round | 17/12/2023 | Golden Arrows | - | Orlando Pirates | 1:2 | ||||
15. Round | 23/12/2023 | SuperSport United | - | Orlando Pirates | 3:1 | ||||
16. Round | 29/12/2023 | Orlando Pirates | - | Stellenbosch FC | 2:3 |