| 9. Jornada | 24.10.2023 | AmaZulu FC | - | Orlando Pirates | 0:0 | ||||
| 10. Jornada | 27.10.2023 | Orlando Pirates | - | Polokwane City FC | 1:1 | ||||
| 6. Jornada | 01.11.2023 | Cape Town Spurs | - | Orlando Pirates | 2:1 | ||||
| 11. Jornada | 07.11.2023 | Orlando Pirates | - | Sekhukhune United | 1:0 | ||||
| 12. Jornada | 11.11.2023 | Kaizer Chiefs | - | Orlando Pirates | 0:1 | ||||
| 13. Jornada | 25.11.2023 | Richards Bay FC | - | Orlando Pirates | 0:0 | ||||
| 4. Jornada | 05.12.2023 | Orlando Pirates | - | Moroka Swallows | 2:0 |  |
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| 14. Jornada | 09.12.2023 | Orlando Pirates | - | TS Galaxy | 1:0 | ||||
| 8. Jornada | 17.12.2023 | Golden Arrows | - | Orlando Pirates | 1:2 | ||||
| 15. Jornada | 23.12.2023 | SuperSport United | - | Orlando Pirates | 3:1 | |
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| 16. Jornada | 29.12.2023 | Orlando Pirates | - | Stellenbosch FC | 2:3 | ||||
| 26. Jornada | 28.04.2024 | Royal AM | - | Orlando Pirates | 0:4 |
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