1. Round | 03/08/2019 | Chippa United | - | Stellenbosch FC | 0:0 | ||||
3. Round | 02/10/2019 | Polokwane City FC | - | Stellenbosch FC | 0:2 | ||||
5. Round | 11/12/2019 | Mamelodi Sundowns | - | Stellenbosch FC | 3:1 | ||||
5. Round | 21/12/2019 | Baroka FC | - | Stellenbosch FC | 0:1 | ||||
6. Round | 25/01/2020 | Stellenbosch FC | - | Polokwane City FC | 1:0 | ||||
7. Round | 02/02/2020 | Black Leopards | - | Stellenbosch FC | 2:1 | ||||
9. Round | 15/08/2020 | Stellenbosch FC | - | Golden Arrows | 1:0 | ||||
9. Round | 23/08/2020 | Kaizer Chiefs | - | Stellenbosch FC | 1:1 |