| PSL | 03.08.19 | Chippa United | - | Stellenbosch FC | 0:0 | ||||
| PSL | 28.08.20 | Stellenbosch FC | - | Chippa United | 1:1 |  |
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| PSL | 25.09.21 | Stellenbosch FC | - | Chippa United | 2:1 | ||||
| PSL | 17.04.22 | Chippa United | - | Stellenbosch FC | 1:0 |  |
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| PSL | 06.01.23 | Moroka Swallows | - | Chippa United | 2:0 |
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