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 | ||||
4. Round | 09/11/2019 | Stellenbosch FC | - | Highlands Park | 0:0 | ||||
6. Round | 04/01/2020 | Stellenbosch FC | - | BidVest Wits | 0:2 | ||||
6. Round | 11/01/2020 | Highlands Park | - | Stellenbosch FC | 1:4 | ||||
6. Round | 17/01/2020 | Stellenbosch FC | - | Baroka FC | 1:0 |