1. Round | 24/08/2019 | Black Leopards | - | Highlands Park | 1:1 | ||||
1. Round | 27/08/2019 | Highlands Park | - | AmaZulu FC | 2:1 | ||||
2. Round | 22/09/2019 | Baroka FC | - | Highlands Park | 1:2 | ||||
3. Round | 23/10/2019 | Mamelodi Sundowns | - | Highlands Park | 1:0 | ||||
3. Round | 26/10/2019 | Highlands Park | - | Chippa United | 2:0 | ||||
3. Round | 29/10/2019 | Highlands Park | - | Orlando Pirates | 0:1 | ||||
4. Round | 05/11/2019 | Bloemfontein Celtic | - | Highlands Park | 3:1 | ||||
4. Round | 09/11/2019 | Stellenbosch FC | - | Highlands Park | 0:0 | ||||
4. Round | 26/11/2019 | Highlands Park | - | BidVest Wits | 1:1 | ||||
4. Round | 30/11/2019 | Cape Town City FC | - | Highlands Park | 0:0 | ||||
5. Round | 06/12/2019 | SuperSport United | - | Highlands Park | 2:0 |