| 3. Jornada | 01.10.2019 | AmaZulu FC | - | Cape Town City FC | 2:1 |  |
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| 3. Jornada | 25.10.2019 | Cape Town City FC | - | Maritzburg United | 0:1 | |
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| 4. Jornada | 06.11.2019 | Cape Town City FC | - | Polokwane City FC | 5:3 | |
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| 4. Jornada | 27.11.2019 | Bloemfontein Celtic | - | Cape Town City FC | 0:0 | ||||
| 6. Jornada | 05.01.2020 | Cape Town City FC | - | Baroka FC | 1:0 | ||||
| 6. Jornada | 08.01.2020 | Cape Town City FC | - | AmaZulu FC | 2:2 |  |
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| 6. Jornada | 18.01.2020 | Cape Town City FC | - | BidVest Wits | 2:0 | ||||
| 6. Jornada | 24.01.2020 | Cape Town City FC | - | Black Leopards | 1:0 | |
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| 6. Jornada | 31.01.2020 | Maritzburg United | - | Cape Town City FC | 1:1 | ||||
| 7. Jornada | 16.02.2020 | Polokwane City FC | - | Cape Town City FC | 3:2 | |
Austria