| 1. Round | 06/08/2023 | Kaizer Chiefs | - | Chippa United | 0:0 | ||||
| 2. Round | 09/08/2023 | Chippa United | - | TS Galaxy | 0:0 | ||||
| 3. Round | 15/08/2023 | Chippa United | - | Orlando Pirates | 1:1 | ||||
| 6. Round | 19/08/2023 | Chippa United | - | Mamelodi Sundowns | 0:2 | ||||
| 5. Round | 30/08/2023 | Chippa United | - | Royal AM | 2:3 | ||||
| 7. Round | 19/09/2023 | Richards Bay FC | - | Chippa United | 1:2 | ||||
| 8. Round | 26/09/2023 | Chippa United | - | SuperSport United | 1:0 | ||||
| 9. Round | 04/10/2023 | Moroka Swallows | - | Chippa United | 0:0 | ||||
| 12. Round | 11/11/2023 | Chippa United | - | Stellenbosch FC | 0:0 | ||||
| 13. Round | 06/12/2023 | Sekhukhune United | - | Chippa United | 2:0 | ||||
| 15. Round | 23/12/2023 | Chippa United | - | Polokwane City FC | 1:2 | ||||
| 16. Round | 30/12/2023 | TS Galaxy | - | Chippa United | 2:0 | ||||
| 18. Round | 17/02/2024 | Chippa United | - | Cape Town City FC | 1:1 | ||||
| 19. Round | 01/03/2024 | Stellenbosch FC | - | Chippa United | 1:1 | ||||
| 27. Round | 01/05/2024 | Chippa United | - | Moroka Swallows | 1:2 |
South Africa