1. Round | 18/08/2018 | Cape Town City FC | - | Golden Arrows | 0:0 | ||||
1. Round | 29/08/2018 | Free State Stars | - | Cape Town City FC | 2:2 | ||||
2. Round | 15/09/2018 | Cape Town City FC | - | Kaizer Chiefs | 1:4 | ||||
2. Round | 19/09/2018 | Orlando Pirates | - | Cape Town City FC | 2:2 | ||||
3. Round | 02/10/2018 | Cape Town City FC | - | BidVest Wits | 0:2 | ||||
3. Round | 05/10/2018 | Maritzburg United | - | Cape Town City FC | 0:0 | ||||
3. Round | 27/10/2018 | Cape Town City FC | - | AmaZulu FC | 3:0 | ||||
4. Round | 11/11/2018 | Cape Town City FC | - | Black Leopards | 3:1 | ||||
4. Round | 27/11/2018 | Polokwane City FC | - | Cape Town City FC | 1:2 | ||||
5. Round | 01/12/2018 | Highlands Park | - | Cape Town City FC | 2:0 | ||||
5. Round | 11/12/2018 | Cape Town City FC | - | Chippa United | 1:1 | ||||
5. Round | 22/12/2018 | Cape Town City FC | - | Bloemfontein Celtic | 3:2 | ||||
6. Round | 05/01/2019 | SuperSport United | - | Cape Town City FC | 0:1 | ||||
6. Round | 12/01/2019 | Cape Town City FC | - | Baroka FC | 2:2 |