| South Africa Diski Challenge | 2023/01/29 08:00 | Durban City Reserves v Chippa United Reserves | L | 1-0 |
| South Africa Diski Challenge | 2022/04/16 08:00 | Durban City Reserves v Chippa United Reserves | W | 3-6 |
| South Africa Diski Challenge | 2020/02/15 07:59 | Durban City Reserves v Chippa United Reserves | D | 2-2 |
| South Africa Diski Challenge | 2025/10/11 08:00 | Chippa United Reserves v Magesi FC Reserves | L | 0-2 |
| South Africa Diski Challenge | 2025/10/04 08:00 | Chippa United Reserves v Mamelodi Sundowns Reserves | L | 1-2 |
| South Africa Diski Challenge | 2025/09/27 10:00 | Marumo Gallants Reserves v Chippa United Reserves | L | 3-1 |
| South Africa Diski Challenge | 2025/09/20 08:00 | Orlando Pirates Reserves v Chippa United Reserves | L | 1-0 |
| South Africa Diski Challenge | 2025/09/14 09:00 | Chippa United Reserves v Golden Arrows Reserves | W | 4-2 |
| South Africa Diski Challenge | 2025/09/07 08:00 | Polokwane City Reserves v Chippa United Reserves | L | 3-1 |
| 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 | 2025/10/11 11:00 | Durban City Reserves v Richards Bay FC Reserves | D | 1-1 |
| South Africa Diski Challenge | 2025/10/05 08:00 | Polokwane City Reserves v Durban City Reserves | D | 1-1 |
| South Africa Diski Challenge | 2025/09/28 08:00 | Durban City Reserves v Magesi FC Reserves | W | 5-0 |
| South Africa Diski Challenge | 2025/09/20 10:30 | Mamelodi Sundowns Reserves v Durban City Reserves | L | 5-2 |
| South Africa Diski Challenge | 2025/09/13 08:00 | Durban City Reserves v TS Galaxy Reserves | L | 0-1 |
| South Africa Diski Challenge | 2025/09/06 13:00 | Orlando Pirates Reserves v Durban City Reserves | D | 3-3 |
| South Africa Diski Challenge | 2023/05/13 08:00 | Durban City Reserves v Royal AM Reserves | L | 2-3 |
| South Africa Diski Challenge | 2023/05/06 08:00 | Golden Arrows Reserves v Durban City Reserves | L | 2-0 |