| 1. Jornada | 04.08.2018 | Orlando Pirates | - | Highlands Park | 1:1 | ||||
| 1. Jornada | 08.08.2018 | Chippa United | - | Orlando Pirates | 0:1 |  |
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| 6. Jornada | 22.01.2019 | Orlando Pirates | - | Baroka FC | 1:1 | ||||
| 9. Jornada | 01.04.2019 | Orlando Pirates | - | Mamelodi Sundowns | 0:0 | ||||
| 9. Jornada | 06.04.2019 | BidVest Wits | - | Orlando Pirates | 0:1 | ||||
| 9. Jornada | 10.04.2019 | Orlando Pirates | - | Black Leopards | 2:0 | ||||
| 9. Jornada | 13.04.2019 | Orlando Pirates | - | Free State Stars | 2:1 | ||||
| 9. Jornada | 24.04.2019 | Maritzburg United | - | Orlando Pirates | 0:1 | ||||
| 10. Jornada | 04.05.2019 | Cape Town City FC | - | Orlando Pirates | 2:2 |  |
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| 10. Jornada | 11.05.2019 | Orlando Pirates | - | Polokwane City FC | 3:0 |
Sudáfrica