| 1. Journée | 05.08.2018 | Bloemfontein Celtic | - | Chippa United | 2:0 | ||||
| 1. Journée | 08.08.2018 | Chippa United | - | Orlando Pirates | 0:1 | ||||
| 2. Journée | 22.09.2018 | Golden Arrows | - | Chippa United | 0:0 | ||||
| 6. Journée | 04.01.2019 | Chippa United | - | Bloemfontein Celtic | 0:1 | ||||
| 6. Journée | 08.01.2019 | Orlando Pirates | - | Chippa United | 4:2 | ||||
| 7. Journée | 09.02.2019 | Free State Stars | - | Chippa United | 0:2 | ||||
| 7. Journée | 22.02.2019 | Chippa United | - | Golden Arrows | 1:1 | ||||
| 8. Journée | 03.03.2019 | Chippa United | - | SuperSport United | 0:1 | ||||
| 8. Journée | 10.03.2019 | Black Leopards | - | Chippa United | 3:2 | ||||
| 9. Journée | 23.04.2019 | Mamelodi Sundowns | - | Chippa United | 3:2 |  |
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| 9. Journée | 26.04.2019 | Chippa United | - | Cape Town City FC | 0:2 | |
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| 10. Journée | 04.05.2019 | Polokwane City FC | - | Chippa United | 1:3 | ||||
| 10. Journée | 11.05.2019 | Chippa United | - | Kaizer Chiefs | 1:0 |
Afrique du Sud