Head to Head
| South Africa Diski Challenge | 2023/03/04 08:00 | Orlando Pirates Reserves v Supersport United Reserves | W | 0-2 |
| 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 | L | 0-3 |
| South Africa Diski Shield | 2019/05/12 08:00 | Supersport United Reserves v Orlando Pirates Reserves | W | 2-0 |
| South Africa Diski Challenge | 2019/01/19 09:59 | Orlando Pirates Reserves v Supersport United Reserves | W | 0-1 |
Home History
| South Africa Diski Challenge | 2023/11/12 08:00 | Cape Town Spurs Reserves v Supersport United Reserves | L | 3-1 |
| South Africa Diski Challenge | 2023/11/05 10:00 | Supersport United Reserves v TS Galaxy Reserves | W | 3-1 |
| South Africa Diski Challenge | 2023/10/28 10:00 | Richards Bay FC Reserves v Supersport United Reserves | W | 0-2 |
| South Africa Diski Challenge | 2023/10/22 08:00 | Cape Town City FC Reserves v Supersport United Reserves | L | 5-2 |
| South Africa Diski Challenge | 2023/09/24 08:00 | Kaizer Chiefs Reserves v Supersport United Reserves | L | 4-3 |
| South Africa Diski Challenge | 2023/09/09 11:00 | Mamelodi Sundowns Reserves v Supersport United Reserves | D | 1-1 |
| South Africa Diski Challenge | 2023/05/13 09:30 | Kaizer Chiefs Reserves v Supersport United Reserves | D | 1-1 |
| South Africa Diski Challenge | 2023/05/06 08:00 | Supersport United Reserves v Moroka Swallows Reserves | W | 3-0 |
Away History
| South Africa Diski Challenge | 2023/11/11 10:00 | TS Galaxy Reserves v Orlando Pirates Reserves | W | 0-2 |
| South Africa Diski Challenge | 2023/10/29 10:00 | Amazulu Reserves v Orlando Pirates Reserves | W | 0-3 |
| South Africa Diski Challenge | 2023/10/21 08:00 | Orlando Pirates Reserves v Sekhukhune United Reserves | D | 1-1 |
| South Africa Diski Challenge | 2023/10/14 11:00 | Chippa United Reserves v Orlando Pirates Reserves | W | 0-3 |
| South Africa Diski Challenge | 2023/09/23 08:00 | Orlando Pirates Reserves v Moroka Swallows Reserves | W | 4-0 |
| South Africa Diski Challenge | 2023/09/10 13:00 | Kaizer Chiefs Reserves v Orlando Pirates Reserves | D | 1-1 |
| South Africa Diski Challenge | 2023/05/13 08:00 | Orlando Pirates Reserves v Golden Arrows Reserves | W | 2-0 |
| South Africa Diski Challenge | 2023/05/06 10:00 | Richards Bay FC Reserves v Orlando Pirates Reserves | D | 0-0 |