1. Round | 03/08/2019 | Chippa United | - | Stellenbosch FC | 0:0 | ||||
1. Round | 10/08/2019 | Cape Town City FC | - | Stellenbosch FC | 1:0 | ||||
1. Round | 25/08/2019 | Stellenbosch FC | - | Maritzburg United | 0:0 | ||||
1. Round | 28/08/2019 | BidVest Wits | - | Stellenbosch FC | 2:1 | ||||
2. Round | 15/09/2019 | Bloemfontein Celtic | - | Stellenbosch FC | 2:1 | ||||
2. Round | 21/09/2019 | Stellenbosch FC | - | Black Leopards | 2:2 | ||||
2. Round | 28/09/2019 | Golden Arrows | - | Stellenbosch FC | 2:2 | ||||
3. Round | 02/10/2019 | Polokwane City FC | - | Stellenbosch FC | 0:2 | ||||
3. Round | 26/10/2019 | Stellenbosch FC | - | Orlando Pirates | 1:0 | ||||
4. Round | 06/11/2019 | AmaZulu FC | - | Stellenbosch FC | 2:0 | ||||
4. Round | 09/11/2019 | Stellenbosch FC | - | Highlands Park | 0:0 | ||||
4. Round | 27/11/2019 | Stellenbosch FC | - | Kaizer Chiefs | 0:4 | ||||
4. Round | 30/11/2019 | SuperSport United | - | Stellenbosch FC | 1:1 | ||||
5. Round | 11/12/2019 | Mamelodi Sundowns | - | Stellenbosch FC | 3:1 | ||||
5. Round | 21/12/2019 | Baroka FC | - | Stellenbosch FC | 0:1 | ||||
6. Round | 04/01/2020 | Stellenbosch FC | - | BidVest Wits | 0:2 | ||||
6. Round | 07/01/2020 | Stellenbosch FC | - | Bloemfontein Celtic | 1:2 |