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 |
Home History
| South Africa Diski Challenge | 2024/08/31 08:00 | Amazulu Reserves v Orlando Pirates Reserves | D | 0-0 |
| South Africa Diski Challenge | 2024/05/11 08:00 | Polokwane City Reserves v Orlando Pirates Reserves | L | 2-1 |
| 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 | 2024/04/21 07:30 | Chippa United Reserves v Orlando Pirates Reserves | W | 0-1 |
| South Africa Diski Challenge | 2024/04/14 08:00 | Orlando Pirates Reserves v Stellenbosch FC Reserves | L | 0-1 |
| South Africa Diski Challenge | 2024/04/06 10:00 | Moroka Swallows Reserves v Orlando Pirates Reserves | W | 0-4 |
| South Africa Diski Challenge | 2024/03/30 10:00 | Sekhukhune United Reserves v Orlando Pirates Reserves | D | 0-0 |
| South Africa Diski Challenge | 2024/03/24 13:00 | Orlando Pirates Reserves v Kaizer Chiefs Reserves | L | 0-2 |
Away History
| South Africa Diski Challenge | 2024/09/01 08:00 | Cape Town City FC Reserves v Sekhukhune United Reserves | W | 6-2 |
| South Africa Diski Challenge | 2024/05/11 08:00 | Cape Town City FC Reserves v Kaizer Chiefs Reserves | W | 1-0 |
| South Africa Diski Challenge | 2024/05/05 08:00 | Orlando Pirates Reserves v Cape Town City FC Reserves | L | 3-2 |
| South Africa Diski Challenge | 2024/04/28 08:00 | Cape Town City FC Reserves v Cape Town Spurs Reserves | W | 3-1 |
| South Africa Diski Challenge | 2024/04/21 10:00 | Stellenbosch FC Reserves v Cape Town City FC Reserves | L | 4-0 |
| South Africa Diski Challenge | 2024/04/13 08:00 | Golden Arrows Reserves v Cape Town City FC Reserves | W | 1-2 |
| South Africa Diski Challenge | 2024/04/07 08:00 | Cape Town City FC Reserves v Royal AM Reserves | W | 8-0 |
| South Africa Diski Challenge | 2024/03/30 08:00 | Supersport United Reserves v Cape Town City FC Reserves | L | 1-0 |