[5] Orlando Pirates 2-0 Cape Town City [6] 2021-02-09 15:00
Stadium: Orlando Stadium Round: 1
Referee: Thando Helpus Ndzandzeka Home Manager: Josef Zinnbauer Away Manager: Jan Olde Riekerink
Head to Head
| South Africa Premier | 2020/12/05 13:30 | Cape Town City v Orlando Pirates | D | 2-2 |
| South Africa Cup | 2020/10/17 16:00 | Orlando Pirates v Cape Town City | W | 1-0 |
| South Africa Premier | 2020/08/23 13:30 | Cape Town City v Orlando Pirates | L | 1-0 |
| South Africa Premier | 2019/09/28 13:00 | Orlando Pirates v Cape Town City | D | 3-3 |
| South Africa Premier | 2019/05/04 13:00 | Cape Town City v Orlando Pirates | D | 2-2 |
| South Africa Premier | 2018/09/19 17:30 | Orlando Pirates v Cape Town City | D | 2-2 |
| South Africa Premier | 2018/04/28 13:00 | Cape Town City v Orlando Pirates | L | 1-0 |
| South Africa Cup | 2018/03/14 17:30 | Cape Town City v Orlando Pirates | L | 1-0 |
| South Africa Premier | 2017/09/19 17:30 | Orlando Pirates v Cape Town City | W | 1-0 |
| South Africa Premier | 2017/02/18 18:15 | Cape Town City v Orlando Pirates | D | 2-2 |
| South Africa Premier | 2016/09/20 17:30 | Orlando Pirates v Cape Town City | D | 0-0 |