| 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 | ||||
| 4. Round | 18/09/2021 | Chippa United | - | Orlando Pirates | 1:3 | ||||
| 6. Round | 02/10/2021 | Chippa United | - | SuperSport United | 0:0 | ||||
| 7. Round | 16/10/2021 | Kaizer Chiefs | - | Chippa United | 4:0 | ||||
| 8. Round | 24/10/2021 | Chippa United | - | Moroka Swallows | 0:0 | ||||
| 9. Round | 03/11/2021 | Cape Town City FC | - | Chippa United | 1:0 |  |
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| 10. Round | 07/11/2021 | Chippa United | - | Maritzburg United | 0:0 | ||||
| 11. Round | 20/11/2021 | Baroka FC | - | Chippa United | 0:1 |  |
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| 13. Round | 04/12/2021 | Chippa United | - | Golden Arrows | 1:2 | |
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| 14. Round | 07/12/2021 | TS Galaxy | - | Chippa United | 3:1 | ||||
| 15. Round | 11/12/2021 | Chippa United | - | AmaZulu FC | 1:1 | ||||
| 23. Round | 02/04/2022 | Chippa United | - | Kaizer Chiefs | 1:3 |
Botswana