2. Round | 08/08/2023 | Orlando Pirates | - | Royal AM | 4:2 | ||||
3. Round | 15/08/2023 | Chippa United | - | Orlando Pirates | 1:1 | ||||
5. Round | 29/08/2023 | Orlando Pirates | - | Cape Town City FC | 2:0 | ||||
7. Round | 20/09/2023 | Orlando Pirates | - | Mamelodi Sundowns | 0:1 | ||||
10. Round | 27/10/2023 | Orlando Pirates | - | Polokwane City FC | 1:1 | ||||
6. Round | 01/11/2023 | Cape Town Spurs | - | Orlando Pirates | 2:1 | ||||
11. Round | 07/11/2023 | Orlando Pirates | - | Sekhukhune United | 1:0 | ||||
12. Round | 11/11/2023 | Kaizer Chiefs | - | Orlando Pirates | 0:1 |