[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 |
Home History
| South Africa Cup | 2021/02/06 13:00 | Orlando Pirates v UTHONGATHI FC | W | 1-0 |
| South Africa Premier | 2021/02/02 15:00 | Golden Arrows v Orlando Pirates | L | 2-0 |
| South Africa Premier | 2021/01/30 13:30 | Orlando Pirates v Kaizer Chiefs | W | 2-1 |
| South Africa Premier | 2021/01/26 15:00 | Orlando Pirates v TS Galaxy | D | 1-1 |
| South Africa Premier | 2021/01/23 15:00 | Maritzburg Utd v Orlando Pirates | W | 0-1 |
| South Africa Premier | 2021/01/20 15:00 | Orlando Pirates v Golden Arrows | D | 0-0 |
| South Africa Premier | 2021/01/17 13:30 | Black Leopards v Orlando Pirates | L | 2-0 |
| South Africa Premier | 2021/01/13 15:00 | Tshakhuma Tsha Madzivhadila v Orlando Pirates | W | 0-3 |
Away History
| South Africa Cup | 2021/02/06 15:00 | Cape Town City v Bloem Celtic | W | 4-0 |
| South Africa Premier | 2021/01/31 13:30 | Baroka FC v Cape Town City | D | 1-1 |
| South Africa Premier | 2021/01/24 13:30 | Cape Town City v Golden Arrows | W | 4-2 |
| South Africa Premier | 2021/01/20 15:00 | Black Leopards v Cape Town City | W | 0-2 |
| South Africa Premier | 2021/01/16 15:00 | Cape Town City v Kaizer Chiefs | L | 1-2 |
| South Africa Premier | 2021/01/09 15:00 | Tshakhuma Tsha Madzivhadila v Cape Town City | D | 2-2 |
| South Africa Premier | 2021/01/05 15:00 | Moroka Swallows v Cape Town City | L | 3-2 |
| South Africa Premier | 2020/12/19 16:00 | Cape Town City v TS Galaxy | W | 3-2 |