| 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 | 2023/03/04 08:00 | Orlando Pirates - Reserve v Supersport United - Reserve | W | 0-2 |
| Südafrika - Diski Challenge | 2023/02/18 08:00 | TS Galaxy - Reserve v Supersport United - Reserve | W | 0-4 |
| Südafrika - Diski Challenge | 2023/02/11 09:00 | Supersport United - Reserve v Richards Bay FC - Reserve | W | 3-0 |
| Südafrika - Diski Challenge | 2023/01/22 10:30 | Supersport United - Reserve v Kaizer Chiefs - Reserve | W | 2-0 |
| Südafrika - Diski Challenge | 2023/01/15 09:00 | Supersport United - Reserve v Royal AM - Reserve | D | 1-1 |
| Südafrika - Diski Challenge | 2023/01/08 08:00 | Amazulu - Reserve v Supersport United - Reserve | W | 1-2 |
| Südafrika - Diski Challenge | 2022/11/19 10:00 | Supersport United - Reserve v Golden Arrows - Reserve | L | 1-3 |
| Südafrika - Diski Challenge | 2022/11/13 08:00 | Supersport United - Reserve v Sekhukhune United - Reserve | W | 6-1 |
| Südafrika - Diski Challenge | 2023/02/19 08:00 | Moroka Swallows - Reserve v Chippa United - Reserve | L | 1-0 |
| Südafrika - Diski Challenge | 2023/01/29 08:00 | Maritzburg United - Reserve v Chippa United - Reserve | L | 1-0 |
| Südafrika - Diski Challenge | 2023/01/22 10:00 | Richards Bay FC - Reserve v Chippa United - Reserve | L | 3-1 |
| Südafrika - Diski Challenge | 2023/01/07 08:00 | Orlando Pirates - Reserve v Chippa United - Reserve | L | 3-1 |
| Südafrika - Diski Challenge | 2022/11/19 08:00 | Chippa United - Reserve v Moroka Swallows - Reserve | W | 3-0 |
| Südafrika - Diski Challenge | 2022/10/22 08:00 | Golden Arrows - Reserve v Chippa United - Reserve | L | 3-2 |
| Südafrika - Diski Challenge | 2022/10/15 08:00 | Chippa United - Reserve v Mamelodi Sundowns - Reserve | L | 0-1 |
| Südafrika - Diski Challenge | 2022/10/09 08:00 | Cape Town City FC - Reserve v Chippa United - Reserve | L | 3-1 |