| South Africa Diski Challenge | 2024/03/30 08:00 | Supersport United Reserves v Cape Town City FC Reserves | L | 1-0 |
| South Africa Diski Challenge | 2023/10/22 08:00 | Cape Town City FC Reserves v Supersport United Reserves | W | 5-2 |
| 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 | 2022/10/30 08:00 | Cape Town City FC Reserves v Supersport United Reserves | D | 0-0 |
| South Africa Diski Challenge | 2022/02/06 08:00 | Cape Town City FC Reserves v Supersport United Reserves | L | 0-1 |
| 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 |