| 3. Journée | 28.10.2018 | Black Leopards | - | Free State Stars | 1:1 | ||||
| 6. Journée | 05.01.2019 | Free State Stars | - | BidVest Wits | 1:2 | ||||
| 6. Journée | 16.01.2019 | Cape Town City FC | - | Free State Stars | 5:0 |  |
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| 7. Journée | 24.02.2019 | Bloemfontein Celtic | - | Free State Stars | 2:3 | ||||
| 8. Journée | 02.03.2019 | Free State Stars | - | Black Leopards | 2:2 |  |
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| 8. Journée | 06.03.2019 | Free State Stars | - | Polokwane City FC | 1:1 | ||||
| 8. Journée | 10.03.2019 | SuperSport United | - | Free State Stars | 1:0 | ||||
| 8. Journée | 16.03.2019 | Free State Stars | - | AmaZulu FC | 4:1 | ||||
| 9. Journée | 13.04.2019 | Orlando Pirates | - | Free State Stars | 2:1 | ||||
| 9. Journée | 17.04.2019 | Highlands Park | - | Free State Stars | 1:1 |  |
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| 9. Journée | 24.04.2019 | Free State Stars | - | Baroka FC | 2:2 | |
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| 9. Journée | 28.04.2019 | Golden Arrows | - | Free State Stars | 2:1 | |
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| 10. Journée | 04.05.2019 | Kaizer Chiefs | - | Free State Stars | 1:1 | |
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| 10. Journée | 11.05.2019 | Free State Stars | - | Mamelodi Sundowns | 0:1 |
Afrique du Sud