| South Africa Diski Challenge | 2023/01/22 10:00 | Richards Bay FC Reserves v Chippa United Reserves | W | 3-1 |
| South Africa Diski Challenge | 2024/02/03 11:00 | Polokwane City Reserves v Richards Bay FC Reserves | W | 0-4 |
| South Africa Diski Challenge | 2024/01/28 10:00 | Richards Bay FC Reserves v Moroka Swallows Reserves | W | 2-1 |
| South Africa Diski Challenge | 2024/01/14 08:00 | Cape Town Spurs Reserves v Richards Bay FC Reserves | W | 1-2 |
| South Africa Diski Challenge | 2023/11/26 10:00 | Richards Bay FC Reserves v Amazulu Reserves | W | 1-0 |
| South Africa Diski Challenge | 2023/11/18 10:00 | TS Galaxy Reserves v Richards Bay FC Reserves | D | 2-2 |
| South Africa Diski Challenge | 2023/11/11 08:00 | Richards Bay FC Reserves v Polokwane City Reserves | W | 5-3 |
| South Africa Diski Challenge | 2023/11/04 08:00 | Kaizer Chiefs Reserves v Richards Bay FC Reserves | D | 0-0 |
| South Africa Diski Challenge | 2023/10/28 10:00 | Richards Bay FC Reserves v Supersport United Reserves | L | 0-2 |
| South Africa Diski Challenge | 2024/01/27 09:00 | Amazulu Reserves v Chippa United Reserves | W | 1-3 |
| South Africa Diski Challenge | 2024/01/13 11:00 | Kaizer Chiefs Reserves v Chippa United Reserves | D | 2-2 |
| South Africa Diski Challenge | 2023/11/11 08:00 | Moroka Swallows Reserves v Chippa United Reserves | W | 1-2 |
| South Africa Diski Challenge | 2023/10/29 08:00 | Sekhukhune United Reserves v Chippa United Reserves | L | 4-2 |
| South Africa Diski Challenge | 2023/10/14 11:00 | Chippa United Reserves v Orlando Pirates Reserves | L | 0-3 |
| South Africa Diski Challenge | 2023/09/17 08:00 | Polokwane City Reserves v Chippa United Reserves | W | 0-2 |
| South Africa Diski Challenge | 2023/09/09 08:00 | Stellenbosch FC Reserves v Chippa United Reserves | L | 2-0 |
| South Africa Diski Challenge | 2023/04/29 08:00 | TS Galaxy Reserves v Chippa United Reserves | L | 2-0 |