| 3. Round | 07/10/2018 | Baroka FC | - | SuperSport United | 0:0 | ||||
| 3. Round | 28/10/2018 | SuperSport United | - | Golden Arrows | 1:1 | ||||
| 4. Round | 10/11/2018 | Free State Stars | - | SuperSport United | 0:1 | ||||
| 4. Round | 28/11/2018 | Bloemfontein Celtic | - | SuperSport United | 0:0 | ||||
| 5. Round | 02/12/2018 | SuperSport United | - | Mamelodi Sundowns | 1:2 | ||||
| 6. Round | 05/01/2019 | SuperSport United | - | Cape Town City FC | 0:1 | ||||
| 6. Round | 12/01/2019 | Black Leopards | - | SuperSport United | 2:0 | ||||
| 8. Round | 10/03/2019 | SuperSport United | - | Free State Stars | 1:0 | ||||
| 10. Round | 11/05/2019 | SuperSport United | - | Highlands Park | 0:2 |
South Africa