| 1. Jornada | 08.08.2018 | Chippa United | - | Orlando Pirates | 0:1 | ||||
| 1. Jornada | 19.08.2018 | Bloemfontein Celtic | - | Orlando Pirates | 1:0 | ||||
| 3. Jornada | 27.10.2018 | Orlando Pirates | - | Kaizer Chiefs | 2:1 | ||||
| 4. Jornada | 06.11.2018 | Polokwane City FC | - | Orlando Pirates | 1:2 |  |
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| 5. Jornada | 01.12.2018 | Orlando Pirates | - | Maritzburg United | 0:0 | ||||
| 5. Jornada | 11.12.2018 | Free State Stars | - | Orlando Pirates | 1:3 | ||||
| 6. Jornada | 08.01.2019 | Orlando Pirates | - | Chippa United | 4:2 | ||||
| 7. Jornada | 09.02.2019 | Kaizer Chiefs | - | Orlando Pirates | 1:1 | ||||
| 7. Jornada | 20.02.2019 | SuperSport United | - | Orlando Pirates | 1:0 | ||||
| 7. Jornada | 23.02.2019 | Orlando Pirates | - | AmaZulu FC | 4:1 | ||||
| 9. Jornada | 10.04.2019 | Orlando Pirates | - | Black Leopards | 2:0 | |
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| 9. Jornada | 13.04.2019 | Orlando Pirates | - | Free State Stars | 2:1 | ||||
| 10. Jornada | 11.05.2019 | Orlando Pirates | - | Polokwane City FC | 3:0 |
Sudáfrica