| PSL | 27.02.18 | Baroka FC | - | Cape Town City FC | 2:0 | ||||
| PSL | 26.04.19 | Chippa United | - | Cape Town City FC | 0:2 | ||||
| PSL | 10.08.19 | Cape Town City FC | - | Stellenbosch FC | 1:0 | ||||
| PSL | 06.11.19 | Cape Town City FC | - | Polokwane City FC | 5:3 | ||||
| PSL | 20.12.19 | BidVest Wits | - | Cape Town City FC | 2:0 | ||||
| PSL | 12.01.20 | Kaizer Chiefs | - | Cape Town City FC | 3:0 | ||||
| PSL | 16.02.20 | Polokwane City FC | - | Cape Town City FC | 3:2 | ||||
| PSL | 28.11.20 | AmaZulu FC | - | Cape Town City FC | 1:1 | ||||
| PSL | 03.03.21 | Chippa United | - | Cape Town City FC | 0:0 | ||||
| PSL | 28.04.21 | Cape Town City FC | - | AmaZulu FC | 1:5 | ||||
| PSL | 18.09.21 | Cape Town City FC | - | Stellenbosch FC | 0:3 |
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