| PSL | 18.02.17 | Cape Town City FC | - | Orlando Pirates | 2:2 |  |
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| PSL | 19.09.17 | Orlando Pirates | - | Cape Town City FC | 1:0 | ||||
| PSL | 28.04.18 | Cape Town City FC | - | Orlando Pirates | 1:0 | ||||
| PSL | 19.09.18 | Orlando Pirates | - | Cape Town City FC | 2:2 | ||||
| PSL | 04.05.19 | Cape Town City FC | - | Orlando Pirates | 2:2 |  |
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| PSL | 28.09.19 | Orlando Pirates | - | Cape Town City FC | 3:3 | ||||
| PSL | 23.08.20 | Cape Town City FC | - | Orlando Pirates | 1:0 | |
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| PSL | 28.11.20 | AmaZulu FC | - | Cape Town City FC | 1:1 | ||||
| PSL | 28.04.21 | Cape Town City FC | - | AmaZulu FC | 1:5 | |
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| PSL | 14.05.22 | Cape Town City FC | - | AmaZulu FC | 0:0 | ||||
| PSL | 19.10.22 | Richards Bay FC | - | Cape Town City FC | 1:0 | ||||
| PSL | 13.05.23 | Cape Town City FC | - | Richards Bay FC | 2:0 | ||||
| PSL | 17.02.24 | Chippa United | - | Cape Town City FC | 1:1 |
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