[13] Stellenbosch FC 1-0 Orlando Pirates [11] 2023-08-05 18:00
Stadium: Parow Park Round: 1
Referee: Thando Helpus Ndzandzeka Home Manager: Steve Barker Away Manager: Jose Riveiro
Head to Head
| South Africa Premier | 2023/01/22 13:30 | Orlando Pirates v Stellenbosch FC | L | 4-1 |
| South Africa Premier | 2022/08/10 17:30 | Stellenbosch FC v Orlando Pirates | D | 1-1 |
| South Africa Premier | 2021/11/24 15:30 | Stellenbosch FC v Orlando Pirates | L | 0-3 |
| South Africa Premier | 2021/08/21 13:00 | Orlando Pirates v Stellenbosch FC | D | 2-2 |
| South Africa Premier | 2021/05/11 13:00 | Stellenbosch FC v Orlando Pirates | D | 0-0 |
| South Africa Premier | 2020/10/28 17:30 | Orlando Pirates v Stellenbosch FC | D | 1-1 |
| South Africa Premier | 2020/09/05 13:30 | Orlando Pirates v Stellenbosch FC | L | 1-0 |
| South Africa Premier | 2019/10/26 13:30 | Stellenbosch FC v Orlando Pirates | W | 1-0 |
| South Africa League Cup | 2019/10/19 16:00 | Orlando Pirates v Stellenbosch FC | L | 1-0 |