Head to Head
| South Africa Diski Challenge | 2022/09/24 10:00 | Orlando Pirates Reserves v Cape Town City FC Reserves | W | 0-2 |
| South Africa Diski Challenge | 2020/01/19 08:04 | Cape Town City FC Reserves v Orlando Pirates Reserves | L | 0-1 |
| South Africa Diski Challenge | 2019/09/28 07:58 | Orlando Pirates Reserves v Cape Town City FC Reserves | W | 2-3 |
Home History
| South Africa Diski Challenge | 2023/03/05 08:00 | Cape Town City FC Reserves v Royal AM Reserves | W | 1-0 |
| South Africa Diski Challenge | 2023/02/26 08:00 | Amazulu Reserves v Cape Town City FC Reserves | W | 0-1 |
| South Africa Diski Challenge | 2023/02/19 08:00 | Cape Town City FC Reserves v Marumo Gallants Reserves | D | 0-0 |
| South Africa Diski Challenge | 2023/02/11 09:00 | Golden Arrows Reserves v Cape Town City FC Reserves | L | 3-2 |
| South Africa Diski Challenge | 2023/02/05 09:00 | Cape Town City FC Reserves v Sekhukhune United Reserves | W | 8-3 |
| South Africa Diski Challenge | 2023/01/29 08:00 | Cape Town City FC Reserves v Mamelodi Sundowns Reserves | D | 1-1 |
| South Africa Diski Challenge | 2023/01/21 08:00 | Marumo Gallants Reserves v Cape Town City FC Reserves | W | 0-2 |
| South Africa Diski Challenge | 2023/01/15 09:00 | Cape Town City FC Reserves v Richards Bay FC Reserves | W | 1-0 |
Away History
| South Africa Diski Challenge | 2023/03/04 08:00 | Orlando Pirates Reserves v Supersport United Reserves | L | 0-2 |
| South Africa Diski Challenge | 2023/02/18 10:00 | Orlando Pirates Reserves v Sekhukhune United Reserves | W | 3-0 |
| South Africa Diski Challenge | 2023/02/04 08:00 | Maritzburg United Reserves v Orlando Pirates Reserves | W | 0-2 |
| South Africa Diski Challenge | 2023/01/28 10:00 | Orlando Pirates Reserves v Richards Bay FC Reserves | W | 2-0 |
| South Africa Diski Challenge | 2023/01/21 10:30 | Mamelodi Sundowns Reserves v Orlando Pirates Reserves | L | 4-2 |
| South Africa Diski Challenge | 2023/01/15 09:00 | Orlando Pirates Reserves v TS Galaxy Reserves | W | 1-0 |
| South Africa Diski Challenge | 2023/01/07 08:00 | Orlando Pirates Reserves v Chippa United Reserves | W | 3-1 |
| South Africa Diski Challenge | 2022/11/19 10:00 | Sekhukhune United Reserves v Orlando Pirates Reserves | W | 0-2 |