| 1. Round | 04/08/2018 | Black Leopards | - | Polokwane City FC | 1:0 | ||||
| 1. Round | 09/08/2018 | Highlands Park | - | Black Leopards | 2:2 | ||||
| 1. Round | 18/08/2018 | Chippa United | - | Black Leopards | 2:2 | ||||
| 1. Round | 28/08/2018 | Black Leopards | - | Orlando Pirates | 1:2 |  |
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| 2. Round | 16/09/2018 | Black Leopards | - | Bloemfontein Celtic | 0:1 | ||||
| 2. Round | 23/09/2018 | SuperSport United | - | Black Leopards | 4:0 | ||||
| 3. Round | 03/10/2018 | Black Leopards | - | Baroka FC | 1:0 |  |
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| 3. Round | 07/10/2018 | Golden Arrows | - | Black Leopards | 1:0 | ||||
| 3. Round | 28/10/2018 | Black Leopards | - | Free State Stars | 1:1 | ||||
| 4. Round | 07/11/2018 | Kaizer Chiefs | - | Black Leopards | 1:0 | ||||
| 5. Round | 12/12/2018 | Maritzburg United | - | Black Leopards | 1:1 | ||||
| 6. Round | 06/01/2019 | Baroka FC | - | Black Leopards | 1:2 | ||||
| 7. Round | 24/02/2019 | Black Leopards | - | Highlands Park | 0:0 | ||||
| 8. Round | 02/03/2019 | Free State Stars | - | Black Leopards | 2:2 | ||||
| 8. Round | 10/03/2019 | Black Leopards | - | Chippa United | 3:2 | ||||
| 9. Round | 07/04/2019 | Polokwane City FC | - | Black Leopards | 3:1 |
South Africa