Head to Head
| South Africa Diski Challenge | 2022/10/22 08:00 | Supersport United Reserves v Orlando Pirates Reserves | D | 1-1 |
| South Africa Diski Challenge | 2020/12/05 11:00 | Supersport United Reserves v Orlando Pirates Reserves | D | 1-1 |
| South Africa Diski Challenge | 2020/01/25 10:00 | Supersport United Reserves v Orlando Pirates Reserves | W | 0-3 |
| South Africa Diski Shield | 2019/05/12 08:00 | Supersport United Reserves v Orlando Pirates Reserves | L | 2-0 |
| South Africa Diski Challenge | 2019/01/19 09:59 | Orlando Pirates Reserves v Supersport United Reserves | L | 0-1 |
Home History
| 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 |
| South Africa Diski Challenge | 2022/11/12 09:00 | Golden Arrows Reserves v Orlando Pirates Reserves | W | 0-2 |
Away History
| South Africa Diski Challenge | 2023/02/18 08:00 | TS Galaxy Reserves v Supersport United Reserves | W | 0-4 |
| South Africa Diski Challenge | 2023/02/11 09:00 | Supersport United Reserves v Richards Bay FC Reserves | W | 3-0 |
| South Africa Diski Challenge | 2023/01/22 10:30 | Supersport United Reserves v Kaizer Chiefs Reserves | W | 2-0 |
| South Africa Diski Challenge | 2023/01/15 09:00 | Supersport United Reserves v Royal AM Reserves | D | 1-1 |
| South Africa Diski Challenge | 2023/01/08 08:00 | Amazulu Reserves v Supersport United Reserves | W | 1-2 |
| South Africa Diski Challenge | 2022/11/19 10:00 | Supersport United Reserves v Golden Arrows Reserves | L | 1-3 |
| South Africa Diski Challenge | 2022/11/13 08:00 | Supersport United Reserves v Sekhukhune United Reserves | W | 6-1 |
| South Africa Diski Challenge | 2022/10/30 08:00 | Cape Town City FC Reserves v Supersport United Reserves | D | 0-0 |