| Südafrika - Diski Challenge | 2023/10/21 08:00 | Orlando Pirates - Reserve v Sekhukhune United - Reserve | D | 1-1 |
| Südafrika - Diski Challenge | 2023/10/14 13:00 | TS Galaxy - Reserve v Sekhukhune United - Reserve | D | 1-1 |
| Südafrika - Diski Challenge | 2023/10/07 07:00 | Sekhukhune United - Reserve v Richards Bay FC - Reserve | D | 1-1 |
| Südafrika - Diski Challenge | 2023/10/01 08:00 | Royal AM - Reserve v Sekhukhune United - Reserve | D | 2-2 |
| Südafrika - Diski Challenge | 2023/09/10 11:00 | Sekhukhune United - Reserve v Polokwane City - Reserve | W | 2-0 |
| Südafrika - Diski Challenge | 2023/05/13 08:00 | Stellenbosch FC - Reserve v Sekhukhune United - Reserve | W | 0-1 |
| Südafrika - Diski Challenge | 2023/04/30 08:00 | Moroka Swallows - Reserve v Sekhukhune United - Reserve | W | 2-4 |
| Südafrika - Diski Challenge | 2023/04/16 10:00 | Amazulu - Reserve v Sekhukhune United - Reserve | D | 1-1 |
| Südafrika - Diski Challenge | 2023/10/14 11:00 | Chippa United - Reserve v Orlando Pirates - Reserve | L | 0-3 |
| Südafrika - Diski Challenge | 2023/09/17 08:00 | Polokwane City - Reserve v Chippa United - Reserve | W | 0-2 |
| Südafrika - Diski Challenge | 2023/09/09 08:00 | Stellenbosch FC - Reserve v Chippa United - Reserve | L | 2-0 |
| Südafrika - Diski Challenge | 2023/04/29 08:00 | TS Galaxy - Reserve v Chippa United - Reserve | L | 2-0 |
| Südafrika - Diski Challenge | 2023/04/16 08:00 | Royal AM - Reserve v Chippa United - Reserve | L | 2-1 |
| Südafrika - Diski Challenge | 2023/04/01 10:00 | Stellenbosch FC - Reserve v Chippa United - Reserve | L | 2-1 |
| Südafrika - Diski Challenge | 2023/03/12 08:00 | Supersport United - Reserve v Chippa United - Reserve | L | 5-2 |
| Südafrika - Diski Challenge | 2023/02/19 08:00 | Moroka Swallows - Reserve v Chippa United - Reserve | L | 1-0 |