1. Round | 04/08/2018 | BidVest Wits | - | Free State Stars | 3:0 | ||||
2. Round | 22/09/2018 | Free State Stars | - | Highlands Park | 1:0 | ||||
2. Round | 26/09/2018 | Baroka FC | - | Free State Stars | 0:0 | ||||
4. Round | 10/11/2018 | Free State Stars | - | SuperSport United | 0:1 | ||||
5. Round | 11/12/2018 | Free State Stars | - | Orlando Pirates | 1:3 | ||||
6. Round | 05/01/2019 | Free State Stars | - | BidVest Wits | 1:2 | ||||
6. Round | 09/01/2019 | Maritzburg United | - | Free State Stars | 1:2 | ||||
6. Round | 16/01/2019 | Cape Town City FC | - | Free State Stars | 5:0 | ||||
7. Round | 09/02/2019 | Free State Stars | - | Chippa United | 0:2 | ||||
8. Round | 02/03/2019 | Free State Stars | - | Black Leopards | 2:2 | ||||
8. Round | 06/03/2019 | Free State Stars | - | Polokwane City FC | 1:1 | ||||
8. Round | 10/03/2019 | SuperSport United | - | Free State Stars | 1:0 | ||||
8. Round | 16/03/2019 | Free State Stars | - | AmaZulu FC | 4:1 | ||||
9. Round | 13/04/2019 | Orlando Pirates | - | Free State Stars | 2:1 | ||||
9. Round | 17/04/2019 | Highlands Park | - | Free State Stars | 1:1 | ||||
10. Round | 04/05/2019 | Kaizer Chiefs | - | Free State Stars | 1:1 | ||||
10. Round | 11/05/2019 | Free State Stars | - | Mamelodi Sundowns | 0:1 |