| South Africa Diski Challenge | 2023/03/26 07:00 | Cape Town City FC Reserves v Stellenbosch FC Reserves | W | 3-2 |
| South Africa Diski Challenge | 2022/09/10 08:00 | Stellenbosch FC Reserves v Cape Town City FC Reserves | W | 2-3 |
| South Africa Diski Challenge | 2020/02/16 07:58 | Cape Town City FC Reserves v Stellenbosch FC Reserves | W | 3-1 |
| South Africa Diski Challenge | 2019/11/17 07:59 | Stellenbosch FC Reserves v Cape Town City FC Reserves | W | 0-1 |
| South Africa Diski Challenge | 2023/09/10 08:00 | Cape Town Spurs Reserves v Cape Town City FC Reserves | L | 2-0 |
| South Africa Diski Challenge | 2023/05/13 08:00 | Mamelodi Sundowns Reserves v Cape Town City FC Reserves | L | 4-1 |
| South Africa Diski Challenge | 2023/05/07 08:00 | Cape Town City FC Reserves v TS Galaxy Reserves | L | 1-2 |
| 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 | 2023/04/23 08:00 | Cape Town City FC Reserves v Maritzburg United Reserves | L | 0-1 |
| 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 | 2023/04/02 08:00 | Cape Town City FC Reserves v Moroka Swallows Reserves | W | 5-1 |
| South Africa Diski Challenge | 2023/03/26 07:00 | Cape Town City FC Reserves v Stellenbosch FC Reserves | W | 3-2 |
| South Africa Diski Challenge | 2023/09/09 08:00 | Stellenbosch FC Reserves v Chippa United Reserves | W | 2-0 |
| South Africa Diski Challenge | 2023/05/13 08:00 | Stellenbosch FC Reserves v Sekhukhune United Reserves | L | 0-1 |
| South Africa Diski Challenge | 2023/04/30 10:00 | Stellenbosch FC Reserves v Royal AM Reserves | W | 5-0 |
| South Africa Diski Challenge | 2023/04/23 10:00 | Stellenbosch FC Reserves v Kaizer Chiefs Reserves | W | 5-2 |
| South Africa Diski Challenge | 2023/04/08 10:00 | Stellenbosch FC Reserves v TS Galaxy Reserves | L | 0-3 |
| South Africa Diski Challenge | 2023/04/01 10:00 | Stellenbosch FC Reserves v Chippa United Reserves | W | 2-1 |
| South Africa Diski Challenge | 2023/03/26 07:00 | Cape Town City FC Reserves v Stellenbosch FC Reserves | L | 3-2 |
| South Africa Diski Challenge | 2023/03/19 10:00 | Stellenbosch FC Reserves v Orlando Pirates Reserves | D | 2-2 |