1. Round | 04/08/2019 | Highlands Park | - | Kaizer Chiefs | 2:3 | ||||
3. Round | 23/10/2019 | Mamelodi Sundowns | - | Highlands Park | 1:0 | ||||
3. Round | 26/10/2019 | Highlands Park | - | Chippa United | 2:0 | ||||
3. Round | 29/10/2019 | Highlands Park | - | Orlando Pirates | 0:1 | ||||
4. Round | 05/11/2019 | Bloemfontein Celtic | - | Highlands Park | 3:1 | ||||
4. Round | 09/11/2019 | Stellenbosch FC | - | Highlands Park | 0:0 | ||||
6. Round | 05/01/2020 | Highlands Park | - | Black Leopards | 2:1 | ||||
6. Round | 18/01/2020 | Orlando Pirates | - | Highlands Park | 3:1 | ||||
7. Round | 01/02/2020 | Highlands Park | - | Baroka FC | 1:0 | ||||
7. Round | 15/02/2020 | Highlands Park | - | Bloemfontein Celtic | 2:0 | ||||
9. Round | 18/08/2020 | Chippa United | - | Highlands Park | 0:0 | ||||
9. Round | 22/08/2020 | Polokwane City FC | - | Highlands Park | 1:1 | ||||
10. Round | 05/09/2020 | AmaZulu FC | - | Highlands Park | 1:1 |