| 3. Round | 15/08/2023 | Chippa United | - | Orlando Pirates | 1:1 | ||||
| 5. Round | 29/08/2023 | Orlando Pirates | - | Cape Town City FC | 2:0 | ||||
| 15. Round | 23/12/2023 | SuperSport United | - | Orlando Pirates | 3:1 | ||||
| 18. Round | 17/02/2024 | Mamelodi Sundowns | - | Orlando Pirates | 1:1 | ||||
| 19. Round | 02/03/2024 | Polokwane City FC | - | Orlando Pirates | 0:1 | ||||
| 20. Round | 06/03/2024 | Orlando Pirates | - | Cape Town Spurs | 1:1 | ||||
| 21. Round | 09/03/2024 | Orlando Pirates | - | Kaizer Chiefs | 3:2 | ||||
| 23. Round | 03/04/2024 | Moroka Swallows | - | Orlando Pirates | 1:1 | ||||
| 24. Round | 06/04/2024 | Orlando Pirates | - | Golden Arrows | 7:1 | ||||
| 25. Round | 20/04/2024 | Orlando Pirates | - | AmaZulu FC | 1:0 | ||||
| 26. Round | 28/04/2024 | Royal AM | - | Orlando Pirates | 0:4 | ||||
| 17. Round | 08/05/2024 | Orlando Pirates | - | Chippa United | 2:0 | ||||
| 28. Round | 11/05/2024 | Orlando Pirates | - | Richards Bay FC | 0:1 | ||||
| 29. Round | 18/05/2024 | TS Galaxy | - | Orlando Pirates | 1:0 | ||||
| 30. Round | 25/05/2024 | Orlando Pirates | - | SuperSport United | 1:1 |
South Africa