Head to Head
| South Africa Diski Challenge | 2024/05/05 08:00 | Orlando Pirates Reserves v Cape Town City FC Reserves | W | 3-2 |
| South Africa Diski Challenge | 2023/03/12 08:00 | Cape Town City FC Reserves v Orlando Pirates Reserves | D | 1-1 |
| South Africa Diski Challenge | 2022/09/24 10:00 | Orlando Pirates Reserves v Cape Town City FC Reserves | L | 0-2 |
| South Africa Diski Challenge | 2020/01/19 08:04 | Cape Town City FC Reserves v Orlando Pirates Reserves | W | 0-1 |
| South Africa Diski Challenge | 2019/09/28 07:58 | Orlando Pirates Reserves v Cape Town City FC Reserves | L | 2-3 |