| PSL | 10.08.19 | Cape Town City FC | - | Stellenbosch FC | 1:0 | ||||
| PSL | 15.12.20 | Stellenbosch FC | - | Cape Town City FC | 1:2 |  |
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| PSL | 06.03.21 | Cape Town City FC | - | Stellenbosch FC | 1:2 | ||||
| PSL | 18.09.21 | Cape Town City FC | - | Stellenbosch FC | 0:3 | |
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| PSL | 21.05.22 | Stellenbosch FC | - | Cape Town City FC | 1:0 | ||||
| PSL | 20.08.22 | Cape Town City FC | - | Stellenbosch FC | 1:1 | ||||
| PSL | 22.01.23 | Orlando Pirates | - | Stellenbosch FC | 4:1 | ||||
| PSL | 11.11.23 | Chippa United | - | Stellenbosch FC | 0:0 | ||||
| PSL | 01.03.24 | Stellenbosch FC | - | Chippa United | 1:1 | |
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| PSL | 23.10.24 | Chippa United | - | Stellenbosch FC | 0:2 | ||||
| PSL | 30.04.25 | Stellenbosch FC | - | Chippa United | 1:0 |
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