| South Africa Diski Challenge | 2023/04/09 08:00 | Richards Bay FC Reserves v Moroka Swallows Reserves | L | 0-2 |
| South Africa Diski Challenge | 2023/10/07 07:00 | Sekhukhune United Reserves v Richards Bay FC Reserves | D | 1-1 |
| 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 | 2023/09/24 08:00 | Mamelodi Sundowns Reserves v Richards Bay FC Reserves | L | 3-1 |
| South Africa Diski Challenge | 2023/09/10 08:00 | Richards Bay FC Reserves v Royal AM Reserves | L | 1-2 |
| South Africa Diski Challenge | 2023/05/06 10:00 | Richards Bay FC Reserves v Orlando Pirates Reserves | D | 0-0 |
| South Africa Diski Challenge | 2023/05/03 08:00 | Kaizer Chiefs Reserves v Richards Bay FC Reserves | L | 4-1 |
| South Africa Diski Challenge | 2023/04/30 08:00 | Richards Bay FC Reserves v Amazulu Reserves | L | 0-1 |
| South Africa Diski Challenge | 2023/04/16 10:00 | Richards Bay FC Reserves v Durban City Reserves | D | 0-0 |
| South Africa Diski Challenge | 2023/09/30 10:00 | Moroka Swallows Reserves v Mamelodi Sundowns Reserves | L | 1-2 |
| South Africa Diski Challenge | 2023/09/23 08:00 | Orlando Pirates Reserves v Moroka Swallows Reserves | L | 4-0 |
| South Africa Diski Challenge | 2023/09/17 10:00 | Royal AM Reserves v Moroka Swallows Reserves | L | 2-0 |
| South Africa Diski Challenge | 2023/09/09 13:00 | TS Galaxy Reserves v Moroka Swallows Reserves | D | 1-1 |
| South Africa Diski Challenge | 2023/05/13 08:00 | Moroka Swallows Reserves v Marumo Gallants Reserves | D | 1-1 |
| South Africa Diski Challenge | 2023/05/06 08:00 | Supersport United Reserves v Moroka Swallows Reserves | L | 3-0 |
| South Africa Diski Challenge | 2023/04/30 08:00 | Moroka Swallows Reserves v Sekhukhune United Reserves | L | 2-4 |
| South Africa Diski Challenge | 2023/04/23 08:00 | Orlando Pirates Reserves v Moroka Swallows Reserves | W | 0-1 |