| PSL | 22.10.17 | Chippa United | - | Cape Town City FC | 2:1 |  |
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| PSL | 02.03.18 | Cape Town City FC | - | Chippa United | 2:0 | ||||
| PSL | 02.10.21 | Cape Town City FC | - | Orlando Pirates | 1:1 | |
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| 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 | 29.10.23 | Richards Bay FC | - | Cape Town City FC | 1:3 |
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