| South Africa Diski Challenge | 2024/11/10 08:00 | Cape Town City FC Reserves v Kaizer Chiefs Reserves | W | 0-3 |
| South Africa Diski Challenge | 2024/05/11 08:00 | Cape Town City FC Reserves v Kaizer Chiefs Reserves | L | 1-0 |
| South Africa Diski Challenge | 2023/11/19 10:00 | Kaizer Chiefs Reserves v Cape Town City FC Reserves | D | 1-1 |
| South Africa Diski Challenge | 2023/04/30 10:00 | Kaizer Chiefs Reserves v Cape Town City FC Reserves | D | 2-2 |
| South Africa Diski Challenge | 2022/09/18 08:00 | Cape Town City FC Reserves v Kaizer Chiefs Reserves | L | 2-0 |
| South Africa Diski Challenge | 2021/11/14 08:00 | Kaizer Chiefs Reserves v Cape Town City FC Reserves | L | 0-1 |
| South Africa Diski Challenge | 2021/10/17 08:00 | Cape Town City FC Reserves v Kaizer Chiefs Reserves | D | 2-2 |
| South Africa Diski Challenge | 2020/02/23 07:52 | Kaizer Chiefs Reserves v Cape Town City FC Reserves | W | 2-1 |
| South Africa Diski Challenge | 2025/01/18 08:00 | Marumo Gallants Reserves v Kaizer Chiefs Reserves | W | 0-1 |
| South Africa Diski Challenge | 2024/11/30 10:30 | Kaizer Chiefs Reserves v Orlando Pirates Reserves | W | 2-1 |
| South Africa Diski Challenge | 2024/11/23 10:00 | Mamelodi Sundowns Reserves v Kaizer Chiefs Reserves | D | 2-2 |
| South Africa Diski Challenge | 2024/11/10 08:00 | Cape Town City FC Reserves v Kaizer Chiefs Reserves | W | 0-3 |
| South Africa Diski Challenge | 2024/11/02 08:00 | Kaizer Chiefs Reserves v Amazulu Reserves | W | 3-2 |
| South Africa Diski Challenge | 2024/10/20 08:00 | Polokwane City Reserves v Kaizer Chiefs Reserves | W | 0-4 |
| South Africa Diski Challenge | 2024/10/06 13:00 | Kaizer Chiefs Reserves v Stellenbosch FC Reserves | D | 0-0 |
| South Africa Diski Challenge | 2024/09/22 10:00 | Supersport United Reserves v Kaizer Chiefs Reserves | L | 1-0 |
| 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 |