| 1. Ronde | 19.08.2018 | Bloemfontein Celtic | - | Orlando Pirates | 1:0 | ||||
| 1. Ronde | 28.08.2018 | Black Leopards | - | Orlando Pirates | 1:2 | ||||
| 3. Ronde | 27.10.2018 | Orlando Pirates | - | Kaizer Chiefs | 2:1 | ||||
| 4. Ronde | 06.11.2018 | Polokwane City FC | - | Orlando Pirates | 1:2 | ||||
| 4. Ronde | 10.11.2018 | Mamelodi Sundowns | - | Orlando Pirates | 0:0 | ||||
| 5. Ronde | 01.12.2018 | Orlando Pirates | - | Maritzburg United | 0:0 | ||||
| 6. Ronde | 08.01.2019 | Orlando Pirates | - | Chippa United | 4:2 | ||||
| 6. Ronde | 22.01.2019 | Orlando Pirates | - | Baroka FC | 1:1 |  |
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| 7. Ronde | 09.02.2019 | Kaizer Chiefs | - | Orlando Pirates | 1:1 | ||||
| 7. Ronde | 23.02.2019 | Orlando Pirates | - | AmaZulu FC | 4:1 | ||||
| 9. Ronde | 06.04.2019 | BidVest Wits | - | Orlando Pirates | 0:1 | ||||
| 9. Ronde | 10.04.2019 | Orlando Pirates | - | Black Leopards | 2:0 | ||||
| 9. Ronde | 13.04.2019 | Orlando Pirates | - | Free State Stars | 2:1 | ||||
| 9. Ronde | 24.04.2019 | Maritzburg United | - | Orlando Pirates | 0:1 | ||||
| 10. Ronde | 04.05.2019 | Cape Town City FC | - | Orlando Pirates | 2:2 | ||||
| 10. Ronde | 11.05.2019 | Orlando Pirates | - | Polokwane City FC | 3:0 |
Zimbabwe