| 1. Round | 03/08/2019 | Orlando Pirates | - | Bloemfontein Celtic | 3:1 | ||||
| 1. Round | 28/08/2019 | Orlando Pirates | - | Golden Arrows | 0:0 | ||||
| 2. Round | 21/09/2019 | BidVest Wits | - | Orlando Pirates | 4:3 | ||||
| 2. Round | 28/09/2019 | Orlando Pirates | - | Cape Town City FC | 3:3 | ||||
| 3. Round | 26/10/2019 | Stellenbosch FC | - | Orlando Pirates | 1:0 | ||||
| 4. Round | 05/11/2019 | Orlando Pirates | - | Maritzburg United | 0:0 | ||||
| 4. Round | 26/11/2019 | Orlando Pirates | - | Polokwane City FC | 3:2 |  |
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| 5. Round | 07/12/2019 | Baroka FC | - | Orlando Pirates | 2:2 | |
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| 5. Round | 21/12/2019 | Orlando Pirates | - | Black Leopards | 3:1 | ||||
| 6. Round | 04/01/2020 | Bloemfontein Celtic | - | Orlando Pirates | 1:1 | ||||
| 7. Round | 16/02/2020 | Black Leopards | - | Orlando Pirates | 0:1 | ||||
| 7. Round | 29/02/2020 | Orlando Pirates | - | Kaizer Chiefs | 0:1 | ||||
| 9. Round | 15/08/2020 | Orlando Pirates | - | BidVest Wits | 0:0 | ||||
| 9. Round | 23/08/2020 | Cape Town City FC | - | Orlando Pirates | 1:0 | ||||
| 10. Round | 02/09/2020 | Maritzburg United | - | Orlando Pirates | 0:1 | ||||
| 10. Round | 05/09/2020 | Orlando Pirates | - | Stellenbosch FC | 1:0 |
South Africa