| South Africa Diski Challenge | 2024/02/10 08:00 | Richards Bay FC Reserves v Chippa United Reserves | L | 1-3 |
| South Africa Diski Challenge | 2023/01/22 10:00 | Richards Bay FC Reserves v Chippa United Reserves | W | 3-1 |
| South Africa Diski Challenge | 2025/05/04 08:00 | Richards Bay FC Reserves v Supersport United Reserves | L | 0-1 |
| South Africa Diski Challenge | 2025/04/27 08:00 | Polokwane City Reserves v Richards Bay FC Reserves | W | 1-3 |
| South Africa Diski Challenge | 2025/04/19 08:00 | Kaizer Chiefs Reserves v Richards Bay FC Reserves | L | 3-1 |
| South Africa Diski Challenge | 2025/04/12 08:00 | Richards Bay FC Reserves v Stellenbosch FC Reserves | L | 2-3 |
| South Africa Diski Challenge | 2025/04/05 08:00 | Richards Bay FC Reserves v Magesi FC Reserves | W | 1-0 |
| South Africa Diski Challenge | 2025/03/09 10:00 | Amazulu Reserves v Richards Bay FC Reserves | L | 4-0 |
| South Africa Diski Challenge | 2025/02/23 10:00 | Richards Bay FC Reserves v Orlando Pirates Reserves | L | 0-1 |
| South Africa Diski Challenge | 2025/02/16 08:00 | Richards Bay FC Reserves v Marumo Gallants Reserves | W | 2-1 |
| South Africa Diski Challenge | 2025/04/13 08:00 | Mamelodi Sundowns Reserves v Chippa United Reserves | L | 4-0 |
| South Africa Diski Challenge | 2025/02/01 08:00 | Chippa United Reserves v Kaizer Chiefs Reserves | D | 0-0 |
| South Africa Diski Challenge | 2025/01/19 08:00 | Golden Arrows Reserves v Chippa United Reserves | L | 1-0 |
| South Africa Diski Challenge | 2025/01/12 07:00 | Polokwane City Reserves v Chippa United Reserves | D | 0-0 |
| South Africa Diski Challenge | 2024/11/03 08:00 | TS Galaxy Reserves v Chippa United Reserves | L | 2-1 |
| South Africa Diski Challenge | 2024/10/27 08:00 | Cape Town City FC Reserves v Chippa United Reserves | L | 6-3 |
| South Africa Diski Challenge | 2024/10/19 08:00 | Orlando Pirates Reserves v Chippa United Reserves | L | 3-0 |
| South Africa Diski Challenge | 2024/10/12 08:00 | Magesi FC Reserves v Chippa United Reserves | D | 2-2 |