| South Africa Diski Challenge | 2023/02/11 09:00 | Supersport United Reserves v Richards Bay FC Reserves | L | 3-0 |
| South Africa Diski Challenge | 2023/10/21 08:00 | Richards Bay FC Reserves v Stellenbosch FC Reserves | L | 1-2 |
| South Africa Diski Challenge | 2023/10/14 08:00 | Golden Arrows Reserves v Richards Bay FC Reserves | D | 2-2 |
| 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 | 2023/10/22 08:00 | Cape Town City FC Reserves v Supersport United Reserves | L | 5-2 |
| South Africa Diski Challenge | 2023/09/24 08:00 | Kaizer Chiefs Reserves v Supersport United Reserves | L | 4-3 |
| South Africa Diski Challenge | 2023/09/09 11:00 | Mamelodi Sundowns Reserves v Supersport United Reserves | D | 1-1 |
| South Africa Diski Challenge | 2023/05/13 09:30 | Kaizer Chiefs Reserves v Supersport United Reserves | D | 1-1 |
| South Africa Diski Challenge | 2023/05/06 08:00 | Supersport United Reserves v Moroka Swallows Reserves | W | 3-0 |
| South Africa Diski Challenge | 2023/04/29 08:00 | Golden Arrows Reserves v Supersport United Reserves | L | 2-1 |
| South Africa Diski Challenge | 2023/04/22 08:00 | Royal AM Reserves v Supersport United Reserves | W | 2-4 |
| South Africa Diski Challenge | 2023/04/16 10:00 | Supersport United Reserves v Cape Town City FC Reserves | D | 3-3 |