[12] Chippa United 0-0 Cape Town City [7] 2021-03-03 13:00
Stadium: Nelson Mandela Bay Stadium Round: 1
Referee: Tinyiko Victor Hlungwani Home Manager: Dan Malesela Away Manager: Jan Olde Riekerink
Head to Head
| South Africa Cup | 2021/02/28 16:00 | Chippa United v Cape Town City | W | 2-1 |
| South Africa Premier | 2020/10/24 16:00 | Cape Town City v Chippa United | D | 1-1 |
| South Africa Premier | 2020/08/14 13:30 | Chippa United v Cape Town City | L | 0-1 |
| South Africa Premier | 2019/12/07 16:00 | Cape Town City v Chippa United | W | 0-1 |
| South Africa Premier | 2019/04/26 18:00 | Chippa United v Cape Town City | L | 0-2 |
| South Africa Premier | 2018/12/11 17:30 | Cape Town City v Chippa United | D | 1-1 |
| South Africa Premier | 2018/03/02 18:00 | Cape Town City v Chippa United | L | 2-0 |
| South Africa Premier | 2017/10/22 13:30 | Chippa United v Cape Town City | W | 2-1 |
Home History
| South Africa Cup | 2021/02/28 16:00 | Chippa United v Cape Town City | W | 2-1 |
| South Africa Premier | 2021/02/20 13:30 | Chippa United v TS Galaxy | D | 1-1 |
| South Africa Premier | 2021/02/13 13:00 | Bloem Celtic v Chippa United | D | 1-1 |
| South Africa Cup | 2021/02/07 13:00 | Chippa United v Free State Stars | W | 6-5 |
| South Africa Premier | 2021/01/31 13:30 | Mamelodi Sundowns v Chippa United | L | 2-0 |
| South Africa Premier | 2021/01/23 13:30 | Black Leopards v Chippa United | W | 0-3 |
| South Africa Premier | 2021/01/20 15:00 | Moroka Swallows v Chippa United | D | 1-1 |
| South Africa Premier | 2021/01/16 13:30 | TS Galaxy v Chippa United | W | 0-1 |
Away History
| South Africa Cup | 2021/02/28 16:00 | Chippa United v Cape Town City | L | 2-1 |
| South Africa Premier | 2021/02/21 13:30 | Cape Town City v Moroka Swallows | D | 1-1 |
| South Africa Premier | 2021/02/13 15:00 | Supersport United v Cape Town City | L | 2-1 |
| South Africa Premier | 2021/02/09 15:00 | Orlando Pirates v Cape Town City | L | 2-0 |
| 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 |