| 7. Jornada | 09.02.2019 | Free State Stars | - | Chippa United | 0:2 |  |
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| 7. Jornada | 24.02.2019 | Bloemfontein Celtic | - | Free State Stars | 2:3 | ||||
| 8. Jornada | 02.03.2019 | Free State Stars | - | Black Leopards | 2:2 | |
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| 8. Jornada | 06.03.2019 | Free State Stars | - | Polokwane City FC | 1:1 | ||||
| 8. Jornada | 10.03.2019 | SuperSport United | - | Free State Stars | 1:0 | ||||
| 8. Jornada | 16.03.2019 | Free State Stars | - | AmaZulu FC | 4:1 | ||||
| 9. Jornada | 13.04.2019 | Orlando Pirates | - | Free State Stars | 2:1 | ||||
| 9. Jornada | 17.04.2019 | Highlands Park | - | Free State Stars | 1:1 | |
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| 9. Jornada | 24.04.2019 | Free State Stars | - | Baroka FC | 2:2 | ||||
| 9. Jornada | 28.04.2019 | Golden Arrows | - | Free State Stars | 2:1 | ||||
| 10. Jornada | 04.05.2019 | Kaizer Chiefs | - | Free State Stars | 1:1 | |
Botswana