| South Africa Diski Challenge | 2024/09/15 10:00 | Cape Town City FC Reserves v Stellenbosch FC Reserves | L | 3-1 |
| South Africa Diski Challenge | 2024/04/21 10:00 | Stellenbosch FC Reserves v Cape Town City FC Reserves | W | 4-0 |
| South Africa Diski Challenge | 2023/09/17 08:00 | Cape Town City FC Reserves v Stellenbosch FC Reserves | L | 2-0 |
| South Africa Diski Challenge | 2023/03/26 07:00 | Cape Town City FC Reserves v Stellenbosch FC Reserves | L | 3-2 |
| South Africa Diski Challenge | 2022/09/10 08:00 | Stellenbosch FC Reserves v Cape Town City FC Reserves | L | 2-3 |
| South Africa Diski Challenge | 2020/02/16 07:58 | Cape Town City FC Reserves v Stellenbosch FC Reserves | L | 3-1 |
| South Africa Diski Challenge | 2019/11/17 07:59 | Stellenbosch FC Reserves v Cape Town City FC Reserves | L | 0-1 |
| South Africa Diski Challenge | 2025/01/25 10:00 | Mamelodi Sundowns Reserves v Stellenbosch FC Reserves | W | 3-4 |
| South Africa Diski Challenge | 2025/01/11 08:00 | Supersport United Reserves v Stellenbosch FC Reserves | L | 4-0 |
| South Africa Diski Challenge | 2024/11/24 10:00 | Stellenbosch FC Reserves v Sekhukhune United Reserves | W | 3-2 |
| South Africa Diski Challenge | 2024/11/16 10:00 | Amazulu Reserves v Stellenbosch FC Reserves | W | 1-3 |
| South Africa Diski Challenge | 2024/11/10 08:00 | Stellenbosch FC Reserves v Polokwane City Reserves | W | 1-0 |
| South Africa Diski Challenge | 2024/11/03 08:00 | Stellenbosch FC Reserves v Orlando Pirates Reserves | L | 1-2 |
| South Africa Diski Challenge | 2024/10/20 10:00 | Stellenbosch FC Reserves v Golden Arrows Reserves | W | 6-0 |
| South Africa Diski Challenge | 2024/10/12 11:00 | Stellenbosch FC Reserves v TS Galaxy Reserves | W | 5-1 |
| South Africa Diski Challenge | 2025/01/19 07:00 | Cape Town City FC Reserves v Supersport United Reserves | L | 0-2 |
| South Africa Diski Challenge | 2025/01/12 08:00 | Cape Town City FC Reserves v Amazulu Reserves | W | 3-2 |
| South Africa Diski Challenge | 2024/11/23 08:00 | Golden Arrows Reserves v Cape Town City FC Reserves | W | 2-3 |
| South Africa Diski Challenge | 2024/11/17 08:00 | Cape Town City FC Reserves v TS Galaxy Reserves | D | 2-2 |
| South Africa Diski Challenge | 2024/11/10 08:00 | Cape Town City FC Reserves v Kaizer Chiefs Reserves | L | 0-3 |
| South Africa Diski Challenge | 2024/10/27 08:00 | Cape Town City FC Reserves v Chippa United Reserves | W | 6-3 |
| South Africa Diski Challenge | 2024/10/19 08:00 | Mamelodi Sundowns Reserves v Cape Town City FC Reserves | L | 5-1 |
| South Africa Diski Challenge | 2024/10/13 08:00 | Cape Town City FC Reserves v Polokwane City Reserves | W | 5-2 |