| Südafrika - Diski Challenge | 2023/03/12 08:00 | Supersport United - Reserve v Chippa United - Reserve | W | 5-2 |
| Südafrika - Diski Challenge | 2020/02/22 07:54 | Chippa United - Reserve v Supersport United - Reserve | L | 4-2 |
| Südafrika - Diski Challenge | 2019/09/07 08:02 | Supersport United - Reserve v Chippa United - Reserve | W | 4-0 |
| Südafrika - Diski Challenge | 2018/12/02 07:59 | Supersport United - Reserve v Chippa United - Reserve | W | 1-0 |
| Südafrika - Diski Challenge | 2024/02/18 10:00 | Stellenbosch FC - Reserve v Supersport United - Reserve | W | 1-2 |
| Südafrika - Diski Challenge | 2024/02/10 12:00 | Supersport United - Reserve v Kaizer Chiefs - Reserve | W | 1-0 |
| Südafrika - Diski Challenge | 2024/01/28 08:00 | Supersport United - Reserve v Polokwane City - Reserve | D | 0-0 |
| Südafrika - Diski Challenge | 2024/01/20 10:00 | Moroka Swallows - Reserve v Supersport United - Reserve | W | 0-5 |
| Südafrika - Diski Challenge | 2024/01/13 13:00 | Supersport United - Reserve v Stellenbosch FC - Reserve | L | 1-2 |
| Südafrika - Diski Challenge | 2023/11/26 08:00 | Royal AM - Reserve v Supersport United - Reserve | D | 2-2 |
| Südafrika - Diski Challenge | 2023/11/18 10:00 | Supersport United - Reserve v Orlando Pirates - Reserve | W | 3-1 |
| Südafrika - Diski Challenge | 2023/11/12 08:00 | Cape Town Spurs - Reserve v Supersport United - Reserve | L | 3-1 |
| Südafrika - Diski Challenge | 2024/02/17 08:00 | Chippa United - Reserve v Amazulu - Reserve | L | 0-3 |
| Südafrika - Diski Challenge | 2024/02/10 08:00 | Richards Bay FC - Reserve v Chippa United - Reserve | W | 1-3 |
| Südafrika - Diski Challenge | 2024/01/27 09:00 | Amazulu - Reserve v Chippa United - Reserve | W | 1-3 |
| Südafrika - Diski Challenge | 2024/01/13 11:00 | Kaizer Chiefs - Reserve v Chippa United - Reserve | D | 2-2 |
| Südafrika - Diski Challenge | 2023/11/11 08:00 | Moroka Swallows - Reserve v Chippa United - Reserve | W | 1-2 |
| Südafrika - Diski Challenge | 2023/10/29 08:00 | Sekhukhune United - Reserve v Chippa United - Reserve | L | 4-2 |
| 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 |