| 1. Round | 03/08/2019 | Orlando Pirates | - | Bloemfontein Celtic | 3:1 |  |
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| 1. Round | 14/08/2019 | SuperSport United | - | Orlando Pirates | 3:0 | ||||
| 1. Round | 28/08/2019 | Orlando Pirates | - | Golden Arrows | 0:0 | ||||
| 2. Round | 14/09/2019 | Orlando Pirates | - | Chippa United | 2:1 | ||||
| 2. Round | 21/09/2019 | BidVest Wits | - | Orlando Pirates | 4:3 | ||||
| 3. Round | 26/10/2019 | Stellenbosch FC | - | Orlando Pirates | 1:0 | ||||
| 4. Round | 05/11/2019 | Orlando Pirates | - | Maritzburg United | 0:0 | ||||
| 4. Round | 09/11/2019 | Kaizer Chiefs | - | Orlando Pirates | 3:2 | ||||
| 5. Round | 21/12/2019 | Orlando Pirates | - | Black Leopards | 3:1 | ||||
| 6. Round | 04/01/2020 | Bloemfontein Celtic | - | Orlando Pirates | 1:1 |  |
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| 8. Round | 07/03/2020 | Golden Arrows | - | Orlando Pirates | 0:0 | ||||
| 9. Round | 11/08/2020 | Mamelodi Sundowns | - | Orlando Pirates | 0:0 |
Zambia