| South Africa Diski Challenge | 2022/09/10 08:00 | Stellenbosch FC Reserves v Cape Town City FC Reserves | W | 2-3 |
| South Africa Diski Challenge | 2020/02/16 07:58 | Cape Town City FC Reserves v Stellenbosch FC Reserves | W | 3-1 |
| South Africa Diski Challenge | 2019/11/17 07:59 | Stellenbosch FC Reserves v Cape Town City FC Reserves | W | 0-1 |
| 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 | 2023/02/26 08:00 | Amazulu Reserves v Cape Town City FC Reserves | W | 0-1 |
| South Africa Diski Challenge | 2023/02/19 08:00 | Cape Town City FC Reserves v Marumo Gallants Reserves | D | 0-0 |
| South Africa Diski Challenge | 2023/02/11 09:00 | Golden Arrows Reserves v Cape Town City FC Reserves | L | 3-2 |
| South Africa Diski Challenge | 2023/02/05 09:00 | Cape Town City FC Reserves v Sekhukhune United Reserves | W | 8-3 |
| South Africa Diski Challenge | 2023/01/29 08:00 | Cape Town City FC Reserves v Mamelodi Sundowns Reserves | D | 1-1 |
| South Africa Diski Challenge | 2023/03/19 10:00 | Stellenbosch FC Reserves v Orlando Pirates Reserves | D | 2-2 |
| South Africa Diski Challenge | 2023/03/11 08:00 | Maritzburg United Reserves v Stellenbosch FC Reserves | W | 0-1 |
| South Africa Diski Challenge | 2023/02/25 08:00 | Golden Arrows Reserves v Stellenbosch FC Reserves | W | 1-3 |
| South Africa Diski Challenge | 2023/02/22 08:00 | Richards Bay FC Reserves v Stellenbosch FC Reserves | D | 2-2 |
| South Africa Diski Challenge | 2023/02/12 11:00 | Stellenbosch FC Reserves v Moroka Swallows Reserves | W | 1-0 |
| South Africa Diski Challenge | 2023/01/29 08:00 | Sekhukhune United Reserves v Stellenbosch FC Reserves | D | 3-3 |
| South Africa Diski Challenge | 2023/01/22 08:00 | Moroka Swallows Reserves v Stellenbosch FC Reserves | L | 2-1 |
| South Africa Diski Challenge | 2023/01/08 10:30 | Kaizer Chiefs Reserves v Stellenbosch FC Reserves | W | 0-1 |