| 2. Round | 21/09/2019 | Stellenbosch FC | - | Black Leopards | 2:2 | ||||
| 2. Round | 29/09/2019 | Black Leopards | - | Bloemfontein Celtic | 1:0 | ||||
| 3. Round | 02/10/2019 | Black Leopards | - | Mamelodi Sundowns | 1:2 | ||||
| 3. Round | 25/10/2019 | SuperSport United | - | Black Leopards | 2:2 | ||||
| 4. Round | 10/11/2019 | Black Leopards | - | Cape Town City FC | 2:1 | ||||
| 4. Round | 27/11/2019 | Chippa United | - | Black Leopards | 3:0 | ||||
| 4. Round | 30/11/2019 | Black Leopards | - | Golden Arrows | 2:1 | ||||
| 5. Round | 21/12/2019 | Orlando Pirates | - | Black Leopards | 3:1 | ||||
| 6. Round | 08/01/2020 | Black Leopards | - | Chippa United | 1:2 | ||||
| 6. Round | 24/01/2020 | Cape Town City FC | - | Black Leopards | 1:0 | ||||
| 9. Round | 16/08/2020 | Black Leopards | - | Maritzburg United | 3:2 | ||||
| 9. Round | 21/08/2020 | Golden Arrows | - | Black Leopards | 1:2 | ||||
| 9. Round | 25/08/2020 | Black Leopards | - | SuperSport United | 0:1 | ||||
| 9. Round | 29/08/2020 | AmaZulu FC | - | Black Leopards | 1:0 | ||||
| 10. Round | 05/09/2020 | Mamelodi Sundowns | - | Black Leopards | 3:0 |
Madagascar