| 6. Jornada | 05.01.2019 | SuperSport United | - | Cape Town City FC | 0:1 | ||||
| 6. Jornada | 16.01.2019 | Cape Town City FC | - | Free State Stars | 5:0 | ||||
| 6. Jornada | 30.01.2019 | Kaizer Chiefs | - | Cape Town City FC | 0:1 | ||||
| 7. Jornada | 09.02.2019 | AmaZulu FC | - | Cape Town City FC | 1:0 | ||||
| 7. Jornada | 23.02.2019 | Cape Town City FC | - | Maritzburg United | 3:2 | ||||
| 7. Jornada | 27.02.2019 | Mamelodi Sundowns | - | Cape Town City FC | 3:2 |  |
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| 8. Jornada | 02.03.2019 | BidVest Wits | - | Cape Town City FC | 2:3 | |
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| 8. Jornada | 05.03.2019 | Cape Town City FC | - | Mamelodi Sundowns | 2:1 | |
 |
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| 8. Jornada | 15.03.2019 | Cape Town City FC | - | Polokwane City FC | 0:0 | ||||
| 9. Jornada | 06.04.2019 | Golden Arrows | - | Cape Town City FC | 1:0 | ||||
| 9. Jornada | 14.04.2019 | Bloemfontein Celtic | - | Cape Town City FC | 0:3 | ||||
| 9. Jornada | 23.04.2019 | Cape Town City FC | - | Highlands Park | 1:1 |  |
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| 10. Jornada | 11.05.2019 | Black Leopards | - | Cape Town City FC | 1:0 |
Sudáfrica