| 1. Journée | 08.08.2018 | Free State Stars | - | Maritzburg United | 2:1 | ||||
| 1. Journée | 19.08.2018 | AmaZulu FC | - | Free State Stars | 2:1 | ||||
| 1. Journée | 29.08.2018 | Free State Stars | - | Cape Town City FC | 2:2 | ||||
| 2. Journée | 15.09.2018 | Polokwane City FC | - | Free State Stars | 1:0 |  |
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| 2. Journée | 18.09.2018 | Free State Stars | - | Kaizer Chiefs | 0:2 | ||||
| 2. Journée | 22.09.2018 | Free State Stars | - | Highlands Park | 1:0 |  |
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| 2. Journée | 26.09.2018 | Baroka FC | - | Free State Stars | 0:0 | ||||
| 3. Journée | 03.10.2018 | Chippa United | - | Free State Stars | 1:0 | ||||
| 3. Journée | 06.10.2018 | Free State Stars | - | Bloemfontein Celtic | 2:0 | ||||
| 3. Journée | 24.10.2018 | Free State Stars | - | Golden Arrows | 1:1 | ||||
| 3. Journée | 28.10.2018 | Black Leopards | - | Free State Stars | 1:1 | |
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| 4. Journée | 10.11.2018 | Free State Stars | - | SuperSport United | 0:1 | ||||
| 5. Journée | 11.12.2018 | Free State Stars | - | Orlando Pirates | 1:3 | ||||
| 6. Journée | 05.01.2019 | Free State Stars | - | BidVest Wits | 1:2 | |
Afrique du Sud