| 2. Round | 22/09/2019 | Baroka FC | - | Highlands Park | 1:2 | ||||
| 2. Round | 29/09/2019 | Highlands Park | - | Polokwane City FC | 2:0 | ||||
| 3. Round | 23/10/2019 | Mamelodi Sundowns | - | Highlands Park | 1:0 | ||||
| 4. Round | 09/11/2019 | Stellenbosch FC | - | Highlands Park | 0:0 | ||||
| 5. Round | 06/12/2019 | SuperSport United | - | Highlands Park | 2:0 | ||||
| 6. Round | 11/01/2020 | Highlands Park | - | Stellenbosch FC | 1:4 | ||||
| 10. Round | 02/09/2020 | Highlands Park | - | Cape Town City FC | 1:0 | ||||
| 10. Round | 05/09/2020 | AmaZulu FC | - | Highlands Park | 1:1 |
South Africa