6. Round | 19/01/2019 | Chippa United | - | Maritzburg United | 2:0 | ||||
7. Round | 03/02/2019 | Baroka FC | - | Chippa United | 1:1 | ||||
7. Round | 09/02/2019 | Free State Stars | - | Chippa United | 0:2 | ||||
7. Round | 22/02/2019 | Chippa United | - | Golden Arrows | 1:1 | ||||
8. Round | 03/03/2019 | Chippa United | - | SuperSport United | 0:1 | ||||
8. Round | 10/03/2019 | Black Leopards | - | Chippa United | 3:2 | ||||
8. Round | 17/03/2019 | Chippa United | - | Highlands Park | 1:1 | ||||
9. Round | 06/04/2019 | AmaZulu FC | - | Chippa United | 0:1 | ||||
9. Round | 12/04/2019 | Chippa United | - | BidVest Wits | 0:1 | ||||
9. Round | 26/04/2019 | Chippa United | - | Cape Town City FC | 0:2 | ||||
10. Round | 04/05/2019 | Polokwane City FC | - | Chippa United | 1:3 | ||||
10. Round | 11/05/2019 | Chippa United | - | Kaizer Chiefs | 1:0 |