| South Africa Diski Challenge | 2023/01/07 10:30 | TS Galaxy Reserves v Cape Town City FC Reserves | L | 3-2 |
| South Africa Diski Challenge | 2023/04/30 10:00 | Kaizer Chiefs Reserves v Cape Town City FC Reserves | D | 2-2 |
| South Africa Diski Challenge | 2023/04/23 08:00 | Cape Town City FC Reserves v Maritzburg United Reserves | L | 0-1 |
| South Africa Diski Challenge | 2023/04/16 10:00 | Supersport United Reserves v Cape Town City FC Reserves | D | 3-3 |
| South Africa Diski Challenge | 2023/04/02 08:00 | Cape Town City FC Reserves v Moroka Swallows Reserves | W | 5-1 |
| South Africa Diski Challenge | 2023/03/26 07:00 | Cape Town City FC Reserves v Stellenbosch FC Reserves | W | 3-2 |
| 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 | 2023/03/12 08:00 | Cape Town City FC Reserves v Orlando Pirates Reserves | D | 1-1 |
| South Africa Diski Challenge | 2023/03/05 08:00 | Cape Town City FC Reserves v Royal AM Reserves | W | 1-0 |
| South Africa Diski Challenge | 2023/04/29 08:00 | TS Galaxy Reserves v Chippa United Reserves | W | 2-0 |
| South Africa Diski Challenge | 2023/04/16 08:00 | TS Galaxy Reserves v Kaizer Chiefs Reserves | W | 6-3 |
| South Africa Diski Challenge | 2023/04/08 10:00 | Stellenbosch FC Reserves v TS Galaxy Reserves | W | 0-3 |
| South Africa Diski Challenge | 2023/04/01 08:00 | TS Galaxy Reserves v Marumo Gallants Reserves | L | 1-2 |
| South Africa Diski Challenge | 2023/03/25 10:00 | TS Galaxy Reserves v Richards Bay FC Reserves | D | 0-0 |
| South Africa Diski Challenge | 2023/03/18 08:00 | Golden Arrows Reserves v TS Galaxy Reserves | L | 2-1 |
| South Africa Diski Challenge | 2023/02/18 08:00 | TS Galaxy Reserves v Supersport United Reserves | L | 0-4 |
| South Africa Diski Challenge | 2023/02/04 09:00 | Moroka Swallows Reserves v TS Galaxy Reserves | L | 3-0 |