1. Round | 04/08/2018 | Orlando Pirates | - | Highlands Park | 1:1 | ||||
1. Round | 08/08/2018 | Chippa United | - | Orlando Pirates | 0:1 | ||||
3. Round | 03/10/2018 | Orlando Pirates | - | Golden Arrows | 0:0 | ||||
4. Round | 06/11/2018 | Polokwane City FC | - | Orlando Pirates | 1:2 | ||||
6. Round | 05/01/2019 | Highlands Park | - | Orlando Pirates | 2:2 | ||||
6. Round | 08/01/2019 | Orlando Pirates | - | Chippa United | 4:2 | ||||
6. Round | 22/01/2019 | Orlando Pirates | - | Baroka FC | 1:1 | ||||
7. Round | 23/02/2019 | Orlando Pirates | - | AmaZulu FC | 4:1 | ||||
8. Round | 02/03/2019 | Golden Arrows | - | Orlando Pirates | 0:1 | ||||
8. Round | 05/03/2019 | Orlando Pirates | - | Bloemfontein Celtic | 1:1 | ||||
9. Round | 01/04/2019 | Orlando Pirates | - | Mamelodi Sundowns | 0:0 |