3. Round | 26/10/2019 | Stellenbosch FC | - | Orlando Pirates | 1:0 | ||||
3. Round | 29/10/2019 | Highlands Park | - | Orlando Pirates | 0:1 | ||||
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 | ||||
7. Round | 16/02/2020 | Black Leopards | - | Orlando Pirates | 0:1 | ||||
9. Round | 15/08/2020 | Orlando Pirates | - | BidVest Wits | 0:0 | ||||
9. Round | 18/08/2020 | Orlando Pirates | - | Baroka FC | 1:1 | ||||
9. Round | 23/08/2020 | Cape Town City FC | - | Orlando Pirates | 1:0 |