| South Africa Diski Challenge | 2023/10/22 08:00 | Cape Town City FC Reserves v Supersport United Reserves | L | 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 | W | 0-1 |
| South Africa Diski Challenge | 2020/02/09 08:00 | Cape Town City FC Reserves v Supersport United Reserves | W | 1-4 |
| South Africa Diski Challenge | 2019/11/24 07:59 | Supersport United Reserves v Cape Town City FC Reserves | W | 3-2 |
| South Africa Diski Challenge | 2019/03/31 09:27 | Cape Town City FC Reserves v Supersport United Reserves | W | 1-2 |
| South Africa Diski Challenge | 2018/11/25 08:00 | Cape Town City FC Reserves v Supersport United Reserves | L | 2-1 |
| South Africa Diski Challenge | 2024/03/23 13:00 | Supersport United Reserves v Mamelodi Sundowns Reserves | L | 0-3 |
| South Africa Diski Challenge | 2024/03/09 08:00 | Golden Arrows Reserves v Supersport United Reserves | D | 2-2 |
| South Africa Diski Challenge | 2024/03/03 08:00 | Supersport United Reserves v Cape Town Spurs Reserves | W | 2-0 |
| South Africa Diski Challenge | 2024/02/24 08:00 | Supersport United Reserves v Chippa United Reserves | W | 4-1 |
| South Africa Diski Challenge | 2024/02/18 10:00 | Stellenbosch FC Reserves v Supersport United Reserves | W | 1-2 |
| South Africa Diski Challenge | 2024/02/10 12:00 | Supersport United Reserves v Kaizer Chiefs Reserves | W | 1-0 |
| South Africa Diski Challenge | 2024/01/28 08:00 | Supersport United Reserves v Polokwane City Reserves | D | 0-0 |
| South Africa Diski Challenge | 2024/01/20 10:00 | Moroka Swallows Reserves v Supersport United Reserves | W | 0-5 |
| South Africa Diski Challenge | 2024/03/24 08:00 | Cape Town City FC Reserves v Chippa United Reserves | W | 4-1 |
| South Africa Diski Challenge | 2024/03/17 08:00 | Amazulu Reserves v Cape Town City FC Reserves | L | 3-2 |
| South Africa Diski Challenge | 2024/03/10 08:00 | Cape Town City FC Reserves v Polokwane City Reserves | W | 6-1 |
| South Africa Diski Challenge | 2024/03/02 08:00 | Mamelodi Sundowns Reserves v Cape Town City FC Reserves | L | 3-2 |
| South Africa Diski Challenge | 2024/02/25 08:00 | Cape Town City FC Reserves v Sekhukhune United Reserves | W | 3-1 |
| South Africa Diski Challenge | 2024/02/18 08:00 | Cape Town City FC Reserves v Richards Bay FC Reserves | W | 2-1 |
| South Africa Diski Challenge | 2024/02/10 08:00 | Moroka Swallows Reserves v Cape Town City FC Reserves | D | 0-0 |
| South Africa Diski Challenge | 2024/02/04 08:00 | Cape Town City FC Reserves v TS Galaxy Reserves | W | 3-0 |