| 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 | 2018/11/25 08:00 | Cape Town City FC Reserves v Supersport United Reserves | W | 2-1 |
| South Africa Diski Challenge | 2022/01/23 08:00 | Cape Town City FC Reserves v Moroka Swallows Reserves | L | 1-2 |
| South Africa Diski Challenge | 2021/11/14 08:00 | Kaizer Chiefs Reserves v Cape Town City FC Reserves | W | 0-1 |
| South Africa Diski Challenge | 2021/11/07 08:00 | Cape Town City FC Reserves v Sekhukhune United Reserves | W | 3-1 |
| 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 | 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 | 2022/01/22 08:00 | Maritzburg United Reserves v Supersport United Reserves | W | 2-3 |
| South Africa Diski Challenge | 2021/11/20 08:00 | Kaizer Chiefs Reserves v Supersport United Reserves | W | 1-2 |
| South Africa Diski Challenge | 2021/09/11 10:30 | Supersport United Reserves v Mamelodi Sundowns Reserves | W | 2-1 |
| South Africa Diski Challenge | 2021/05/02 07:30 | Supersport United Reserves v Maritzburg United Reserves | W | 4-3 |
| South Africa Diski Challenge | 2021/04/24 10:00 | Amazulu Reserves v Supersport United Reserves | L | 2-1 |
| South Africa Diski Challenge | 2021/04/17 07:30 | Supersport United Reserves v TS Galaxy Reserves | L | 1-2 |
| South Africa Diski Challenge | 2020/12/05 11:00 | Supersport United Reserves v Orlando Pirates Reserves | D | 1-1 |
| South Africa Diski Challenge | 2020/03/15 08:00 | Supersport United Reserves v Amazulu Reserves | L | 0-1 |