| PSL | 07.12.21 | TS Galaxy | - | Chippa United | 3:1 | ||||
| PSL | 30.12.22 | Stellenbosch FC | - | Chippa United | 1:1 | ||||
| PSL | 04.02.23 | Chippa United | - | Stellenbosch FC | 1:2 | ||||
| PSL | 01.03.24 | Stellenbosch FC | - | Chippa United | 1:1 | ||||
| PSL | 23.10.24 | Chippa United | - | Stellenbosch FC | 0:2 |  |
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| PSL | 30.04.25 | Stellenbosch FC | - | Chippa United | 1:0 |
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