Home History
| South Africa Premier | 2019/09/28 13:00 | Orlando Pirates v Cape Town City | D | 3-3 |
| South Africa Premier | 2019/09/21 18:15 | Bidvest Wits v Orlando Pirates | L | 4-3 |
| South Africa Premier | 2019/09/14 13:00 | Orlando Pirates v Chippa United | W | 2-1 |
| South Africa Premier | 2019/08/28 17:30 | Orlando Pirates v Golden Arrows | D | 0-0 |
| CAF Champions League | 2019/08/24 19:00 | Orlando Pirates v Green Eagles | D | 1-1 |
| South Africa Premier | 2019/08/20 17:30 | Amazulu v Orlando Pirates | D | 0-0 |
| South Africa Supa 8 Cup | 2019/08/17 16:00 | Orlando Pirates v Highlands Park | L | 0-1 |
| South Africa Premier | 2019/08/14 17:30 | Supersport United v Orlando Pirates | L | 3-0 |
Away History
| South Africa Premier | 2019/10/02 17:30 | Polokwane City v Stellenbosch FC | W | 0-2 |
| South Africa Premier | 2019/09/28 13:00 | Golden Arrows v Stellenbosch FC | D | 2-2 |
| South Africa Premier | 2019/09/21 13:00 | Stellenbosch FC v Black Leopards | D | 2-2 |
| South Africa Premier | 2019/09/15 13:00 | Bloem Celtic v Stellenbosch FC | L | 2-1 |
| South Africa Premier | 2019/08/28 17:30 | Bidvest Wits v Stellenbosch FC | L | 2-1 |
| South Africa Premier | 2019/08/25 13:00 | Stellenbosch FC v Maritzburg Utd | D | 0-0 |
| South Africa Premier | 2019/08/10 16:00 | Cape Town City v Stellenbosch FC | L | 1-0 |
| South Africa Premier | 2019/08/03 13:00 | Chippa United v Stellenbosch FC | D | 0-0 |