[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 |
Home History
| South Africa Premier | 2023/05/20 13:00 | Stellenbosch FC v TS Galaxy | W | 2-1 |
| South Africa Premier | 2023/05/13 13:00 | Maritzburg Utd v Stellenbosch FC | L | 1-0 |
| South Africa Cup | 2023/05/07 16:00 | Stellenbosch FC v Sekhukhune United FC | L | 3-4 |
| South Africa Premier | 2023/05/02 17:30 | Supersport United v Stellenbosch FC | D | 0-0 |
| South Africa Premier | 2023/04/29 15:30 | Stellenbosch FC v Golden Arrows | W | 5-2 |
| South Africa Premier | 2023/04/22 15:30 | Stellenbosch FC v Moroka Swallows | W | 3-0 |
| South Africa Cup | 2023/04/15 16:00 | Stellenbosch FC v Mamelodi Sundowns | W | 2-1 |
| South Africa Premier | 2023/04/09 13:00 | Royal AM FC v Stellenbosch FC | L | 3-1 |
Away History
| World Club Friendlies | 2023/07/19 09:00 | Las Palmas v Orlando Pirates | D | 0-0 |
| World Club Friendlies | 2023/07/15 16:00 | Orlando Pirates v Independiente del Valle | W | 3-1 |
| South Africa Cup | 2023/05/27 16:00 | Orlando Pirates v Sekhukhune United FC | W | 2-1 |
| South Africa Premier | 2023/05/20 13:00 | Amazulu v Orlando Pirates | W | 0-4 |
| South Africa Premier | 2023/05/13 13:00 | Orlando Pirates v Sekhukhune United FC | D | 1-1 |
| South Africa Cup | 2023/05/06 13:00 | Kaizer Chiefs v Orlando Pirates | W | 1-2 |
| South Africa Premier | 2023/05/03 13:00 | Orlando Pirates v Royal AM FC | D | 1-1 |
| South Africa Premier | 2023/04/30 13:00 | TS Galaxy v Orlando Pirates | W | 1-2 |