| 1. Round | 04/08/2018 | Orlando Pirates | - | Highlands Park | 1:1 | ||||
| 1. Round | 22/08/2018 | Mamelodi Sundowns | - | Highlands Park | 0:0 | ||||
| 1. Round | 29/08/2018 | Baroka FC | - | Highlands Park | 1:1 |  |
|||
| 2. Round | 16/09/2018 | Highlands Park | - | Golden Arrows | 2:1 | ||||
| 2. Round | 22/09/2018 | Free State Stars | - | Highlands Park | 1:0 | ||||
| 3. Round | 02/10/2018 | Highlands Park | - | Kaizer Chiefs | 0:0 | ||||
| 3. Round | 06/10/2018 | Highlands Park | - | Chippa United | 2:1 | ||||
| 3. Round | 26/10/2018 | BidVest Wits | - | Highlands Park | 1:0 | ||||
| 4. Round | 09/11/2018 | Maritzburg United | - | Highlands Park | 2:2 | ||||
| 6. Round | 12/01/2019 | AmaZulu FC | - | Highlands Park | 0:0 | ||||
| 7. Round | 09/02/2019 | Highlands Park | - | BidVest Wits | 2:1 | ||||
| 8. Round | 17/03/2019 | Chippa United | - | Highlands Park | 1:1 | ||||
| 9. Round | 13/04/2019 | Highlands Park | - | Maritzburg United | 1:0 |
South Africa