| South Africa Diski Challenge | 2022/04/16 08:00 | Maritzburg United Reserves v Chippa United Reserves | L | 3-6 |
| South Africa Diski Challenge | 2020/02/15 07:59 | Maritzburg United Reserves v Chippa United Reserves | D | 2-2 |
| South Africa Diski Challenge | 2023/01/21 08:00 | Royal AM Reserves v Maritzburg United Reserves | W | 1-2 |
| South Africa Diski Challenge | 2023/01/07 08:00 | Maritzburg United Reserves v Golden Arrows Reserves | D | 1-1 |
| South Africa Diski Challenge | 2022/11/20 08:00 | Mamelodi Sundowns Reserves v Maritzburg United Reserves | L | 5-1 |
| South Africa Diski Challenge | 2022/11/13 08:00 | Maritzburg United Reserves v Kaizer Chiefs Reserves | L | 1-2 |
| South Africa Diski Challenge | 2022/10/29 10:00 | Orlando Pirates Reserves v Maritzburg United Reserves | L | 1-0 |
| South Africa Diski Challenge | 2022/10/15 08:00 | Maritzburg United Reserves v Supersport United Reserves | L | 0-2 |
| South Africa Diski Challenge | 2022/10/08 08:00 | Marumo Gallants Reserves v Maritzburg United Reserves | D | 2-2 |
| South Africa Diski Challenge | 2022/10/02 08:00 | Maritzburg United Reserves v Cape Town City FC Reserves | L | 0-3 |
| South Africa Diski Challenge | 2023/01/22 10:00 | Richards Bay FC Reserves v Chippa United Reserves | L | 3-1 |
| South Africa Diski Challenge | 2023/01/07 08:00 | Orlando Pirates Reserves v Chippa United Reserves | L | 3-1 |
| South Africa Diski Challenge | 2022/11/19 08:00 | Chippa United Reserves v Moroka Swallows Reserves | W | 3-0 |
| South Africa Diski Challenge | 2022/10/22 08:00 | Golden Arrows Reserves v Chippa United Reserves | L | 3-2 |
| South Africa Diski Challenge | 2022/10/15 08:00 | Chippa United Reserves v Mamelodi Sundowns Reserves | L | 0-1 |
| South Africa Diski Challenge | 2022/10/09 08:00 | Cape Town City FC Reserves v Chippa United Reserves | L | 3-1 |
| South Africa Diski Challenge | 2022/09/25 12:00 | Kaizer Chiefs Reserves v Chippa United Reserves | D | 1-1 |
| South Africa Diski Challenge | 2022/09/18 10:00 | Amazulu Reserves v Chippa United Reserves | W | 0-1 |