| South Africa Diski Challenge | 2024/02/18 08:00 | Cape Town City FC Reserves v Richards Bay FC Reserves | L | 2-1 |
| South Africa Diski Challenge | 2023/09/30 08:00 | Richards Bay FC Reserves v Cape Town City FC Reserves | W | 3-1 |
| South Africa Diski Challenge | 2023/03/19 08:00 | Richards Bay FC Reserves v Cape Town City FC Reserves | W | 2-1 |
| South Africa Diski Challenge | 2023/01/15 09:00 | Cape Town City FC Reserves v Richards Bay FC Reserves | L | 1-0 |
| South Africa Diski Challenge | 2024/09/15 10:00 | Richards Bay FC Reserves v TS Galaxy Reserves | D | 1-1 |
| South Africa Diski Challenge | 2024/09/08 10:00 | Stellenbosch FC Reserves v Richards Bay FC Reserves | L | 2-1 |
| South Africa Diski Challenge | 2024/08/31 10:00 | Richards Bay FC Reserves v Mamelodi Sundowns Reserves | L | 0-3 |
| South Africa Diski Challenge | 2024/05/11 08:00 | Richards Bay FC Reserves v Cape Town Spurs Reserves | W | 3-1 |
| South Africa Diski Challenge | 2024/05/05 08:00 | Supersport United Reserves v Richards Bay FC Reserves | L | 4-2 |
| South Africa Diski Challenge | 2024/04/21 10:00 | Richards Bay FC Reserves v Golden Arrows Reserves | D | 0-0 |
| South Africa Diski Challenge | 2024/04/14 10:00 | Amazulu Reserves v Richards Bay FC Reserves | L | 1-0 |
| South Africa Diski Challenge | 2024/04/07 10:00 | Richards Bay FC Reserves v Sekhukhune United Reserves | D | 1-1 |
| South Africa Diski Challenge | 2024/09/22 08:00 | Cape Town City FC Reserves v Marumo Gallants Reserves | W | 6-1 |
| South Africa Diski Challenge | 2024/09/15 10:00 | Cape Town City FC Reserves v Stellenbosch FC Reserves | W | 3-1 |
| South Africa Diski Challenge | 2024/09/07 10:00 | Orlando Pirates Reserves v Cape Town City FC Reserves | D | 2-2 |
| South Africa Diski Challenge | 2024/09/01 08:00 | Cape Town City FC Reserves v Sekhukhune United Reserves | W | 6-2 |
| South Africa Diski Challenge | 2024/05/11 08:00 | Cape Town City FC Reserves v Kaizer Chiefs Reserves | W | 1-0 |
| South Africa Diski Challenge | 2024/05/05 08:00 | Orlando Pirates Reserves v Cape Town City FC Reserves | L | 3-2 |
| South Africa Diski Challenge | 2024/04/28 08:00 | Cape Town City FC Reserves v Cape Town Spurs Reserves | W | 3-1 |
| South Africa Diski Challenge | 2024/04/21 10:00 | Stellenbosch FC Reserves v Cape Town City FC Reserves | L | 4-0 |