| South Africa Diski Challenge | 2024/03/30 08:00 | Supersport United Reserves v Cape Town City FC Reserves | L | 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 | 2023/04/16 10:00 | Supersport United Reserves v Cape Town City FC Reserves | D | 3-3 |
| South Africa Diski Challenge | 2022/10/30 08:00 | Cape Town City FC Reserves v Supersport United Reserves | D | 0-0 |
| South Africa Diski Challenge | 2022/02/06 08:00 | Cape Town City FC Reserves v Supersport United Reserves | L | 0-1 |
| South Africa Diski Challenge | 2020/02/09 08:00 | Cape Town City FC Reserves v Supersport United Reserves | L | 1-4 |
| South Africa Diski Challenge | 2019/11/24 07:59 | Supersport United Reserves v Cape Town City FC Reserves | L | 3-2 |
| South Africa Diski Challenge | 2019/03/31 09:27 | Cape Town City FC Reserves v Supersport United Reserves | L | 1-2 |
| 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 |
| South Africa Diski Challenge | 2024/10/05 08:00 | Richards Bay FC Reserves v Cape Town City FC Reserves | L | 3-0 |
| South Africa Diski Challenge | 2025/01/11 08:00 | Supersport United Reserves v Stellenbosch FC Reserves | W | 4-0 |
| South Africa Diski Challenge | 2024/11/30 08:30 | Supersport United Reserves v Sekhukhune United Reserves | W | 1-0 |
| South Africa Diski Challenge | 2024/11/23 08:00 | Magesi FC Reserves v Supersport United Reserves | W | 1-3 |
| South Africa Diski Challenge | 2024/11/16 13:00 | Supersport United Reserves v Mamelodi Sundowns Reserves | L | 1-2 |
| South Africa Diski Challenge | 2024/11/09 08:00 | Golden Arrows Reserves v Supersport United Reserves | W | 0-4 |
| South Africa Diski Challenge | 2024/10/20 08:00 | Supersport United Reserves v Marumo Gallants Reserves | D | 2-2 |
| South Africa Diski Challenge | 2024/10/13 11:00 | Amazulu Reserves v Supersport United Reserves | W | 1-3 |
| South Africa Diski Challenge | 2024/09/22 10:00 | Supersport United Reserves v Kaizer Chiefs Reserves | W | 1-0 |