| South Africa Diski Challenge | 2023/09/30 08:00 | Richards Bay FC Reserves v Cape Town City FC Reserves | L | 3-1 |
| South Africa Diski Challenge | 2023/03/19 08:00 | Richards Bay FC Reserves v Cape Town City FC Reserves | L | 2-1 |
| South Africa Diski Challenge | 2023/01/15 09:00 | Cape Town City FC Reserves v Richards Bay FC Reserves | W | 1-0 |
| South Africa Diski Challenge | 2024/02/10 08:00 | Moroka Swallows Reserves v Cape Town City FC Reserves | D | 0-0 |
| South Africa Diski Challenge | 2024/02/04 08:00 | Cape Town City FC Reserves v TS Galaxy Reserves | W | 3-0 |
| South Africa Diski Challenge | 2024/01/28 09:00 | Cape Town City FC Reserves v Mamelodi Sundowns Reserves | L | 0-2 |
| South Africa Diski Challenge | 2024/01/21 11:00 | Royal AM Reserves v Cape Town City FC Reserves | W | 3-4 |
| South Africa Diski Challenge | 2024/01/14 08:00 | Cape Town City FC Reserves v Golden Arrows Reserves | D | 1-1 |
| South Africa Diski Challenge | 2023/11/26 08:00 | Cape Town City FC Reserves v Moroka Swallows Reserves | W | 4-1 |
| South Africa Diski Challenge | 2023/11/19 10:00 | Kaizer Chiefs Reserves v Cape Town City FC Reserves | D | 1-1 |
| South Africa Diski Challenge | 2023/11/12 08:00 | Sekhukhune United Reserves v Cape Town City FC Reserves | L | 3-1 |
| South Africa Diski Challenge | 2024/02/10 08:00 | Richards Bay FC Reserves v Chippa United Reserves | L | 1-3 |
| 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 |