| Südafrika - Diski Challenge | 2022/04/16 08:00 | Maritzburg United - Reserve v Chippa United - Reserve | L | 3-6 |
| Südafrika - Diski Challenge | 2020/02/15 07:59 | Maritzburg United - Reserve v Chippa United - Reserve | D | 2-2 |
| Südafrika - Diski Challenge | 2023/01/21 08:00 | Royal AM - Reserve v Maritzburg United - Reserve | W | 1-2 |
| Südafrika - Diski Challenge | 2023/01/07 08:00 | Maritzburg United - Reserve v Golden Arrows - Reserve | D | 1-1 |
| Südafrika - Diski Challenge | 2022/11/20 08:00 | Mamelodi Sundowns - Reserve v Maritzburg United - Reserve | L | 5-1 |
| Südafrika - Diski Challenge | 2022/11/13 08:00 | Maritzburg United - Reserve v Kaizer Chiefs - Reserve | L | 1-2 |
| Südafrika - Diski Challenge | 2022/10/29 10:00 | Orlando Pirates - Reserve v Maritzburg United - Reserve | L | 1-0 |
| Südafrika - Diski Challenge | 2022/10/15 08:00 | Maritzburg United - Reserve v Supersport United - Reserve | L | 0-2 |
| Südafrika - Diski Challenge | 2022/10/08 08:00 | Marumo Gallants - Reserve v Maritzburg United - Reserve | D | 2-2 |
| Südafrika - Diski Challenge | 2022/10/02 08:00 | Maritzburg United - Reserve v Cape Town City FC - Reserve | L | 0-3 |
| 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 |
| Südafrika - Diski Challenge | 2022/09/25 12:00 | Kaizer Chiefs - Reserve v Chippa United - Reserve | D | 1-1 |
| Südafrika - Diski Challenge | 2022/09/18 10:00 | Amazulu - Reserve v Chippa United - Reserve | W | 0-1 |