| South Africa Diski Challenge | 2020/02/23 07:52 | Kaizer Chiefs Reserves v Cape Town City FC Reserves | L | 2-1 |
| South Africa Diski Challenge | 2019/09/24 13:00 | Cape Town City FC Reserves v Kaizer Chiefs Reserves | L | 2-4 |
| South Africa Diski Challenge | 2019/02/02 19:00 | Cape Town City FC Reserves v Kaizer Chiefs Reserves | L | 0-3 |
| South Africa Diski Challenge | 2021/10/09 08:00 | Royal AM Reserves v Cape Town City FC Reserves | W | 1-3 |
| South Africa Reserve League | 2021/09/26 08:00 | Cape Town City FC Reserves v Marumo Gallants Reserves | W | 4-1 |
| South Africa Diski Challenge | 2021/05/22 07:30 | Cape Town City FC Reserves v Mamelodi Sundowns Reserves | L | 2-3 |
| South Africa Diski Challenge | 2021/05/15 10:00 | Amazulu Reserves v Cape Town City FC Reserves | D | 1-1 |
| South Africa Diski Challenge | 2021/05/09 07:30 | Maritzburg United Reserves v Cape Town City FC Reserves | W | 1-2 |
| South Africa Diski Challenge | 2021/04/25 10:00 | Golden Arrows Reserves v Cape Town City FC Reserves | W | 0-3 |
| South Africa Diski Challenge | 2020/03/14 07:00 | Bidvest Wits Reserves v Cape Town City FC Reserves | L | 4-1 |
| South Africa Diski Challenge | 2020/03/01 08:00 | Cape Town City FC Reserves v Black Leopards Reserves | D | 3-3 |
| South Africa Diski Challenge | 2021/10/09 10:30 | Stellenbosch FC Reserves v Kaizer Chiefs Reserves | L | 4-1 |
| South Africa Diski Challenge | 2021/09/25 10:30 | Kaizer Chiefs Reserves v Moroka Swallows Reserves | W | 2-0 |
| South Africa Diski Challenge | 2021/09/12 10:30 | Kaizer Chiefs Reserves v Orlando Pirates Reserves | W | 3-0 |
| South Africa Diski Challenge | 2021/05/22 10:00 | Kaizer Chiefs Reserves v Amazulu Reserves | D | 1-1 |
| South Africa Diski Challenge | 2021/05/02 10:00 | Mamelodi Sundowns Reserves v Kaizer Chiefs Reserves | W | 1-4 |
| South Africa Diski Challenge | 2021/04/28 10:00 | Kaizer Chiefs Reserves v Baroka FC Reserves | W | 2-0 |
| South Africa Diski Challenge | 2021/04/18 07:30 | Kaizer Chiefs Reserves v Black Leopards Reserves | W | 3-2 |
| South Africa Diski Challenge | 2020/12/13 11:00 | Tshakhuma Tsha Madzivhadila Reserves v Kaizer Chiefs Reserves | W | 0-2 |