| 1. Round | 21/08/2021 | Sekhukhune United | - | Chippa United | 0:1 | ||||
| 2. Round | 24/08/2021 | Chippa United | - | Mamelodi Sundowns | 0:0 | ||||
| 3. Round | 12/09/2021 | Royal AM | - | Chippa United | 1:0 | ||||
| 7. Round | 16/10/2021 | Kaizer Chiefs | - | Chippa United | 4:0 | ||||
| 9. Round | 03/11/2021 | Cape Town City FC | - | Chippa United | 1:0 | ||||
| 11. Round | 20/11/2021 | Baroka FC | - | Chippa United | 0:1 |
South Africa