| 1. Round | 06/08/2023 | Cape Town City FC | - | Polokwane City FC | 1:0 | ||||
| 2. Round | 09/08/2023 | Moroka Swallows | - | Cape Town City FC | 0:1 | ||||
| 3. Round | 18/08/2023 | SuperSport United | - | Cape Town City FC | 1:0 | ||||
| 4. Round | 23/08/2023 | Cape Town City FC | - | Sekhukhune United | 0:1 | ||||
| 5. Round | 29/08/2023 | Orlando Pirates | - | Cape Town City FC | 2:0 | ||||
| 6. Round | 17/09/2023 | AmaZulu FC | - | Cape Town City FC | 3:2 |  |
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| 7. Round | 20/09/2023 | TS Galaxy | - | Cape Town City FC | 0:0 |  |
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| 8. Round | 30/09/2023 | Cape Town City FC | - | Cape Town Spurs | 3:1 | |
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| 9. Round | 03/10/2023 | Kaizer Chiefs | - | Cape Town City FC | 0:1 | |
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| 10. Round | 29/10/2023 | Richards Bay FC | - | Cape Town City FC | 1:3 | |
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| 11. Round | 07/11/2023 | Cape Town City FC | - | Chippa United | 2:1 | |
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| 12. Round | 10/11/2023 | Cape Town City FC | - | Royal AM | 2:0 | ||||
| 13. Round | 26/11/2023 | Golden Arrows | - | Cape Town City FC | 0:1 | ||||
| 14. Round | 08/12/2023 | Stellenbosch FC | - | Cape Town City FC | 1:0 |  |
South Africa