Head to Head
| South Africa Diski Challenge | 2023/03/19 10:00 | Stellenbosch FC Reserves v Orlando Pirates Reserves | D | 2-2 |
| South Africa Diski Challenge | 2022/09/17 10:00 | Orlando Pirates Reserves v Stellenbosch FC Reserves | D | 0-0 |
| South Africa Diski Challenge | 2022/04/30 10:00 | Orlando Pirates Reserves v Stellenbosch FC Reserves | W | 1-2 |
| South Africa Diski Challenge | 2020/02/01 07:58 | Stellenbosch FC Reserves v Orlando Pirates Reserves | W | 2-1 |
| South Africa Diski Challenge | 2019/11/02 09:59 | Orlando Pirates Reserves v Stellenbosch FC Reserves | L | 2-0 |
Home History
| South Africa Diski Challenge | 2024/01/20 08:00 | Mamelodi Sundowns Reserves v Stellenbosch FC Reserves | D | 1-1 |
| South Africa Diski Challenge | 2024/01/13 13:00 | Supersport United Reserves v Stellenbosch FC Reserves | W | 1-2 |
| South Africa Diski Challenge | 2023/11/25 08:00 | Stellenbosch FC Reserves v Polokwane City Reserves | W | 2-0 |
| South Africa Diski Challenge | 2023/11/19 08:00 | Amazulu Reserves v Stellenbosch FC Reserves | W | 0-1 |
| South Africa Diski Challenge | 2023/11/11 08:00 | Golden Arrows Reserves v Stellenbosch FC Reserves | W | 1-3 |
| South Africa Diski Challenge | 2023/10/29 10:00 | Stellenbosch FC Reserves v Moroka Swallows Reserves | D | 1-1 |
| South Africa Diski Challenge | 2023/10/21 08:00 | Richards Bay FC Reserves v Stellenbosch FC Reserves | W | 1-2 |
| South Africa Diski Challenge | 2023/10/15 07:24 | Royal AM Reserves v Stellenbosch FC Reserves | W | 1-3 |
Away History
| South Africa Diski Challenge | 2024/01/20 13:00 | Golden Arrows Reserves v Orlando Pirates Reserves | W | 0-3 |
| South Africa Diski Challenge | 2024/01/14 13:00 | Orlando Pirates Reserves v Mamelodi Sundowns Reserves | W | 4-1 |
| South Africa Diski Challenge | 2023/11/25 08:00 | Orlando Pirates Reserves v Cape Town Spurs Reserves | W | 3-1 |
| South Africa Diski Challenge | 2023/11/18 10:00 | Supersport United Reserves v Orlando Pirates Reserves | L | 3-1 |
| 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 |