2. Round | 22/09/2019 | Cape Town City FC | - | Golden Arrows | 1:1 | ||||
2. Round | 28/09/2019 | Orlando Pirates | - | Cape Town City FC | 3:3 | ||||
3. Round | 01/10/2019 | AmaZulu FC | - | Cape Town City FC | 2:1 | ||||
3. Round | 25/10/2019 | Cape Town City FC | - | Maritzburg United | 0:1 | ||||
4. Round | 10/11/2019 | Black Leopards | - | Cape Town City FC | 2:1 |