| 11. Round | 16/01/2021 | TS Galaxy | - | Chippa United | 0:1 | ||||
| 12. Round | 20/01/2021 | Moroka Swallows | - | Chippa United | 1:1 | ||||
| 13. Round | 23/01/2021 | Black Leopards | - | Chippa United | 0:3 | ||||
| 14. Round | 31/01/2021 | Mamelodi Sundowns | - | Chippa United | 2:0 | ||||
| 15. Round | 13/02/2021 | Bloemfontein Celtic | - | Chippa United | 1:1 | ||||
| 16. Round | 20/02/2021 | Chippa United | - | TS Galaxy | 1:1 | ||||
| 19. Round | 10/03/2021 | Chippa United | - | AmaZulu FC | 0:1 | ||||
| 20. Round | 20/03/2021 | Chippa United | - | Moroka Swallows | 2:2 |  |
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| 21. Round | 03/04/2021 | Maritzburg United | - | Chippa United | 5:1 | ||||
| 22. Round | 12/04/2021 | Chippa United | - | Mamelodi Sundowns | 1:2 |  |
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| 23. Round | 20/04/2021 | Chippa United | - | Baroka FC | 0:1 | ||||
| 26. Round | 01/05/2021 | Chippa United | - | Stellenbosch FC | 1:0 |
Liberia