| PSL | 07.01.23 | Cape Town City FC | - | Orlando Pirates | 2:1 | ||||
| PSL | 22.04.23 | Orlando Pirates | - | Cape Town City FC | 2:1 | ||||
| PSL | 29.08.23 | Orlando Pirates | - | Cape Town City FC | 2:0 | ||||
| PSL | 01.05.24 | Cape Town City FC | - | Orlando Pirates | 0:2 | ||||
| PSL | 22.02.25 | Orlando Pirates | - | Cape Town City FC | 2:1 |
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