2. Round | 18/09/2018 | Free State Stars | - | Kaizer Chiefs | 0:2 | ||||
2. Round | 22/09/2018 | Kaizer Chiefs | - | AmaZulu FC | 2:0 | ||||
3. Round | 02/10/2018 | Highlands Park | - | Kaizer Chiefs | 0:0 | ||||
3. Round | 06/10/2018 | Kaizer Chiefs | - | Polokwane City FC | 0:1 | ||||
3. Round | 27/10/2018 | Orlando Pirates | - | Kaizer Chiefs | 2:1 | ||||
4. Round | 07/11/2018 | Kaizer Chiefs | - | Black Leopards | 1:0 | ||||
4. Round | 10/11/2018 | Kaizer Chiefs | - | Chippa United | 0:0 | ||||
5. Round | 01/12/2018 | Golden Arrows | - | Kaizer Chiefs | 2:1 | ||||
5. Round | 12/12/2018 | Kaizer Chiefs | - | SuperSport United | 1:0 | ||||
6. Round | 05/01/2019 | Kaizer Chiefs | - | Mamelodi Sundowns | 1:2 |