| PSL | 28.04.18 | Cape Town City FC | - | Orlando Pirates | 1:0 | ||||
| PSL | 24.11.21 | Stellenbosch FC | - | Orlando Pirates | 0:3 |  |
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| PSL | 10.08.22 | Stellenbosch FC | - | Orlando Pirates | 1:1 | ||||
| PSL | 22.01.23 | Orlando Pirates | - | Stellenbosch FC | 4:1 | ||||
| PSL | 05.08.23 | Stellenbosch FC | - | Orlando Pirates | 1:0 | |
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| PSL | 29.12.23 | Orlando Pirates | - | Stellenbosch FC | 2:3 | |
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| PSL | 01.12.24 | Orlando Pirates | - | Stellenbosch FC | 0:1 |
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