Head to Head
| Südafrika - Diski Challenge | 2023/11/18 10:00 | Supersport United - Reserve v Orlando Pirates - Reserve | L | 3-1 |
| Südafrika - Diski Challenge | 2023/03/04 08:00 | Orlando Pirates - Reserve v Supersport United - Reserve | L | 0-2 |
| Südafrika - Diski Challenge | 2022/10/22 08:00 | Supersport United - Reserve v Orlando Pirates - Reserve | D | 1-1 |
| Südafrika - Diski Challenge | 2020/12/05 11:00 | Supersport United - Reserve v Orlando Pirates - Reserve | D | 1-1 |
| Südafrika - Diski Challenge | 2020/01/25 10:00 | Supersport United - Reserve v Orlando Pirates - Reserve | W | 0-3 |
| Südafrika - Diski Shield | 2019/05/12 08:00 | Supersport United - Reserve v Orlando Pirates - Reserve | L | 2-0 |
| Südafrika - Diski Challenge | 2019/01/19 09:59 | Orlando Pirates - Reserve v Supersport United - Reserve | L | 0-1 |
Home History
| Südafrika - Diski Challenge | 2024/01/27 11:00 | Stellenbosch FC - Reserve v Orlando Pirates - Reserve | L | 1-0 |
| Südafrika - Diski Challenge | 2024/01/20 13:00 | Golden Arrows - Reserve v Orlando Pirates - Reserve | W | 0-3 |
| Südafrika - Diski Challenge | 2024/01/14 13:00 | Orlando Pirates - Reserve v Mamelodi Sundowns - Reserve | W | 4-1 |
| Südafrika - Diski Challenge | 2023/11/25 08:00 | Orlando Pirates - Reserve v Cape Town Spurs - Reserve | W | 3-1 |
| Südafrika - Diski Challenge | 2023/11/18 10:00 | Supersport United - Reserve v Orlando Pirates - Reserve | L | 3-1 |
| Südafrika - Diski Challenge | 2023/11/11 10:00 | TS Galaxy - Reserve v Orlando Pirates - Reserve | W | 0-2 |
| Südafrika - Diski Challenge | 2023/10/29 10:00 | Amazulu - Reserve v Orlando Pirates - Reserve | W | 0-3 |
| Südafrika - Diski Challenge | 2023/10/21 08:00 | Orlando Pirates - Reserve v Sekhukhune United - Reserve | D | 1-1 |
Away History
| Südafrika - Diski Challenge | 2024/01/28 08:00 | Supersport United - Reserve v Polokwane City - Reserve | D | 0-0 |
| Südafrika - Diski Challenge | 2024/01/20 10:00 | Moroka Swallows - Reserve v Supersport United - Reserve | W | 0-5 |
| Südafrika - Diski Challenge | 2024/01/13 13:00 | Supersport United - Reserve v Stellenbosch FC - Reserve | L | 1-2 |
| Südafrika - Diski Challenge | 2023/11/26 08:00 | Royal AM - Reserve v Supersport United - Reserve | D | 2-2 |
| Südafrika - Diski Challenge | 2023/11/18 10:00 | Supersport United - Reserve v Orlando Pirates - Reserve | W | 3-1 |
| Südafrika - Diski Challenge | 2023/11/12 08:00 | Cape Town Spurs - Reserve v Supersport United - Reserve | L | 3-1 |
| Südafrika - Diski Challenge | 2023/11/05 10:00 | Supersport United - Reserve v TS Galaxy - Reserve | W | 3-1 |
| Südafrika - Diski Challenge | 2023/10/28 10:00 | Richards Bay FC - Reserve v Supersport United - Reserve | W | 0-2 |