3. Round | 29/10/2019 | Highlands Park | - | Orlando Pirates | 0:1 | ||||
4. Round | 05/11/2019 | Orlando Pirates | - | Maritzburg United | 0:0 | ||||
4. Round | 09/11/2019 | Kaizer Chiefs | - | Orlando Pirates | 3:2 | ||||
4. Round | 26/11/2019 | Orlando Pirates | - | Polokwane City FC | 3:2 | ||||
5. Round | 07/12/2019 | Baroka FC | - | Orlando Pirates | 2:2 | ||||
5. Round | 21/12/2019 | Orlando Pirates | - | Black Leopards | 3:1 | ||||
6. Round | 04/01/2020 | Bloemfontein Celtic | - | Orlando Pirates | 1:1 | ||||
6. Round | 07/01/2020 | Polokwane City FC | - | Orlando Pirates | 1:4 | ||||
6. Round | 15/01/2020 | Orlando Pirates | - | Mamelodi Sundowns | 1:0 | ||||
6. Round | 18/01/2020 | Orlando Pirates | - | Highlands Park | 3:1 | ||||
7. Round | 01/02/2020 | Chippa United | - | Orlando Pirates | 1:2 | ||||
7. Round | 29/02/2020 | Orlando Pirates | - | Kaizer Chiefs | 0:1 | ||||
8. Round | 07/03/2020 | Golden Arrows | - | Orlando Pirates | 0:0 | ||||
9. Round | 11/08/2020 | Mamelodi Sundowns | - | Orlando Pirates | 0:0 | ||||
9. Round | 18/08/2020 | Orlando Pirates | - | Baroka FC | 1:1 | ||||
9. Round | 29/08/2020 | Orlando Pirates | - | SuperSport United | 2:1 |