Head to Head
| Zuid-Afrika - Supa 8 Cup | 2023/09/03 13:00 | Stellenbosch FC v Orlando Pirates | W | 1-2 |
| Zuid-Afrika - Premier Division | 2023/08/05 18:00 | Stellenbosch FC v Orlando Pirates | L | 1-0 |
| Zuid-Afrika - Premier Division | 2023/01/22 13:30 | Orlando Pirates v Stellenbosch FC | W | 4-1 |
| Zuid-Afrika - Premier Division | 2022/08/10 17:30 | Stellenbosch FC v Orlando Pirates | D | 1-1 |
| Zuid-Afrika - Premier Division | 2021/11/24 15:30 | Stellenbosch FC v Orlando Pirates | W | 0-3 |
| Zuid-Afrika - Premier Division | 2021/08/21 13:00 | Orlando Pirates v Stellenbosch FC | D | 2-2 |
| Zuid-Afrika - Premier Division | 2021/05/11 13:00 | Stellenbosch FC v Orlando Pirates | D | 0-0 |
| Zuid-Afrika - Premier Division | 2020/10/28 17:30 | Orlando Pirates v Stellenbosch FC | D | 1-1 |
Home History
| Zuid-Afrika - Premier Division | 2023/09/20 17:30 | Orlando Pirates v Mamelodi Sundowns | L | 0-1 |
| CAF Champions League | 2023/09/17 13:00 | Jwaneng Galaxy FC v Orlando Pirates | L | 1-0 |
| Zuid-Afrika - Supa 8 Cup | 2023/09/03 13:00 | Stellenbosch FC v Orlando Pirates | W | 1-2 |
| Zuid-Afrika - Premier Division | 2023/08/29 17:30 | Orlando Pirates v Cape Town City | W | 2-0 |
| CAF Champions League | 2023/08/25 17:30 | Orlando Pirates v Djabal Club | W | 3-0 |
| CAF Champions League | 2023/08/19 12:30 | Djabal Club v Orlando Pirates | W | 0-1 |
| Zuid-Afrika - Premier Division | 2023/08/15 17:30 | Chippa United v Orlando Pirates | D | 1-1 |
| Zuid-Afrika - Supa 8 Cup | 2023/08/12 16:00 | Orlando Pirates v Sekhukhune United FC | W | 5-0 |
Away History
| Zuid-Afrika - Premier Division | 2023/09/19 17:30 | Stellenbosch FC v Moroka Swallows | L | 0-2 |
| Zuid-Afrika - Premier Division | 2023/09/16 13:00 | Golden Arrows v Stellenbosch FC | D | 0-0 |
| Zuid-Afrika - Supa 8 Cup | 2023/09/03 13:00 | Stellenbosch FC v Orlando Pirates | L | 1-2 |
| Zuid-Afrika - Premier Division | 2023/08/30 17:30 | Stellenbosch FC v Kaizer Chiefs | L | 0-2 |
| Zuid-Afrika - Premier Division | 2023/08/26 18:00 | Stellenbosch FC v Supersport United | L | 1-2 |
| Zuid-Afrika - Premier Division | 2023/08/18 17:30 | Royal AM FC v Stellenbosch FC | W | 1-3 |
| Zuid-Afrika - Supa 8 Cup | 2023/08/13 16:00 | Supersport United v Stellenbosch FC | W | 0-1 |
| Zuid-Afrika - Premier Division | 2023/08/09 17:30 | Polokwane City v Stellenbosch FC | L | 1-0 |