| 1. Journée | 05.08.2018 | Bloemfontein Celtic | - | Chippa United | 2:0 |  |
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| 1. Journée | 08.08.2018 | Chippa United | - | Orlando Pirates | 0:1 | |
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| 1. Journée | 18.08.2018 | Chippa United | - | Black Leopards | 2:2 | |
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| 1. Journée | 29.08.2018 | SuperSport United | - | Chippa United | 2:1 | |
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| 2. Journée | 22.09.2018 | Golden Arrows | - | Chippa United | 0:0 | ||||
| 3. Journée | 03.10.2018 | Chippa United | - | Free State Stars | 1:0 | ||||
| 3. Journée | 06.10.2018 | Highlands Park | - | Chippa United | 2:1 | ||||
| 3. Journée | 27.10.2018 | Chippa United | - | Mamelodi Sundowns | 0:1 | ||||
| 5. Journée | 11.12.2018 | Cape Town City FC | - | Chippa United | 1:1 | ||||
| 5. Journée | 14.12.2018 | Chippa United | - | Polokwane City FC | 2:2 | ||||
| 5. Journée | 21.12.2018 | BidVest Wits | - | Chippa United | 2:0 | ||||
| 6. Journée | 04.01.2019 | Chippa United | - | Bloemfontein Celtic | 0:1 | ||||
| 6. Journée | 08.01.2019 | Orlando Pirates | - | Chippa United | 4:2 |
Afrique du Sud