| 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 | 2019/09/24 13:00 | Cape Town City FC Reserves v Kaizer Chiefs Reserves | W | 2-4 |
| South Africa Diski Challenge | 2019/02/02 19:00 | Cape Town City FC Reserves v Kaizer Chiefs Reserves | W | 0-3 |