| 1. Round | 04/08/2018 | Cape Town City FC | - | SuperSport United | 2:0 | ||||
| 1. Round | 08/08/2018 | SuperSport United | - | AmaZulu FC | 1:0 | ||||
| 2. Round | 15/09/2018 | Orlando Pirates | - | SuperSport United | 3:1 | ||||
| 6. Round | 12/01/2019 | Black Leopards | - | SuperSport United | 2:0 | ||||
| 6. Round | 20/01/2019 | SuperSport United | - | Bloemfontein Celtic | 2:1 |  |
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| 7. Round | 10/02/2019 | Golden Arrows | - | SuperSport United | 2:3 | ||||
| 7. Round | 20/02/2019 | SuperSport United | - | Orlando Pirates | 1:0 | ||||
| 7. Round | 23/02/2019 | SuperSport United | - | Baroka FC | 1:2 | ||||
| 8. Round | 03/03/2019 | Chippa United | - | SuperSport United | 0:1 | ||||
| 8. Round | 10/03/2019 | SuperSport United | - | Free State Stars | 1:0 | ||||
| 8. Round | 15/03/2019 | SuperSport United | - | Kaizer Chiefs | 1:1 | ||||
| 9. Round | 13/04/2019 | SuperSport United | - | Polokwane City FC | 0:0 | ||||
| 9. Round | 17/04/2019 | Mamelodi Sundowns | - | SuperSport United | 0:2 | ||||
| 9. Round | 24/04/2019 | AmaZulu FC | - | SuperSport United | 2:0 | ||||
| 9. Round | 27/04/2019 | SuperSport United | - | BidVest Wits | 1:1 | ||||
| 10. Round | 04/05/2019 | Maritzburg United | - | SuperSport United | 3:1 |
South Africa