| South Africa Diski Challenge | 2023/09/17 08:00 | Cape Town City FC Reserves v Stellenbosch FC Reserves | L | 2-0 |
| 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 | 2022/09/10 08:00 | Stellenbosch FC Reserves v Cape Town City FC Reserves | L | 2-3 |
| South Africa Diski Challenge | 2020/02/16 07:58 | Cape Town City FC Reserves v Stellenbosch FC Reserves | L | 3-1 |
| South Africa Diski Challenge | 2019/11/17 07:59 | Stellenbosch FC Reserves v Cape Town City FC Reserves | L | 0-1 |