| 1. Ronde | 05.08.2023 | Stellenbosch FC | - | Orlando Pirates | 1:0 | ||||
| 2. Ronde | 08.08.2023 | Orlando Pirates | - | Royal AM | 4:2 | ||||
| 3. Ronde | 15.08.2023 | Chippa United | - | Orlando Pirates | 1:1 |  |
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| 5. Ronde | 29.08.2023 | Orlando Pirates | - | Cape Town City FC | 2:0 | |
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| 7. Ronde | 20.09.2023 | Orlando Pirates | - | Mamelodi Sundowns | 0:1 | ||||
| 11. Ronde | 07.11.2023 | Orlando Pirates | - | Sekhukhune United | 1:0 | ||||
| 12. Ronde | 11.11.2023 | Kaizer Chiefs | - | Orlando Pirates | 0:1 | ||||
| 4. Ronde | 05.12.2023 | Orlando Pirates | - | Moroka Swallows | 2:0 | ||||
| 8. Ronde | 17.12.2023 | Golden Arrows | - | Orlando Pirates | 1:2 | ||||
| 18. Ronde | 17.02.2024 | Mamelodi Sundowns | - | Orlando Pirates | 1:1 | ||||
| 20. Ronde | 06.03.2024 | Orlando Pirates | - | Cape Town Spurs | 1:1 | |
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| 21. Ronde | 09.03.2024 | Orlando Pirates | - | Kaizer Chiefs | 3:2 | ||||
| 23. Ronde | 03.04.2024 | Moroka Swallows | - | Orlando Pirates | 1:1 |  |
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| 27. Ronde | 01.05.2024 | Cape Town City FC | - | Orlando Pirates | 0:2 | ||||
| 28. Ronde | 11.05.2024 | Orlando Pirates | - | Richards Bay FC | 0:1 | ||||
| 29. Ronde | 18.05.2024 | TS Galaxy | - | Orlando Pirates | 1:0 | |
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