| South Africa Diski Challenge | 2023/02/05 09:00 | Cape Town City FC Reserves v Sekhukhune United Reserves | L | 8-3 |
| South Africa Diski Challenge | 2022/10/15 10:00 | Sekhukhune United Reserves v Cape Town City FC Reserves | L | 2-3 |
| South Africa Diski Challenge | 2021/11/07 08:00 | Cape Town City FC Reserves v Sekhukhune United Reserves | L | 3-1 |
| South Africa Diski Challenge | 2023/10/29 08:00 | Sekhukhune United Reserves v Chippa United Reserves | W | 4-2 |
| South Africa Diski Challenge | 2023/10/21 08:00 | Orlando Pirates Reserves v Sekhukhune United Reserves | D | 1-1 |
| South Africa Diski Challenge | 2023/10/14 13:00 | TS Galaxy Reserves v Sekhukhune United Reserves | D | 1-1 |
| South Africa Diski Challenge | 2023/10/07 07:00 | Sekhukhune United Reserves v Richards Bay FC Reserves | D | 1-1 |
| South Africa Diski Challenge | 2023/10/01 08:00 | Royal AM Reserves v Sekhukhune United Reserves | D | 2-2 |
| South Africa Diski Challenge | 2023/09/10 11:00 | Sekhukhune United Reserves v Polokwane City Reserves | W | 2-0 |
| South Africa Diski Challenge | 2023/05/13 08:00 | Stellenbosch FC Reserves v Sekhukhune United Reserves | W | 0-1 |
| South Africa Diski Challenge | 2023/04/30 08:00 | Moroka Swallows Reserves v Sekhukhune United Reserves | W | 2-4 |
| South Africa Diski Challenge | 2023/11/05 08:00 | Cape Town City FC Reserves v Amazulu Reserves | W | 1-0 |
| South Africa Diski Challenge | 2023/10/22 08:00 | Cape Town City FC Reserves v Supersport United Reserves | W | 5-2 |
| 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 | 2023/09/17 08:00 | Cape Town City FC Reserves v Stellenbosch FC Reserves | W | 2-0 |
| South Africa Diski Challenge | 2023/09/10 08:00 | Cape Town Spurs Reserves v Cape Town City FC Reserves | L | 2-0 |
| South Africa Diski Challenge | 2023/05/13 08:00 | Mamelodi Sundowns Reserves v Cape Town City FC Reserves | L | 4-1 |
| South Africa Diski Challenge | 2023/05/07 08:00 | Cape Town City FC Reserves v TS Galaxy Reserves | L | 1-2 |
| South Africa Diski Challenge | 2023/04/30 10:00 | Kaizer Chiefs Reserves v Cape Town City FC Reserves | D | 2-2 |