[10] Chippa United 1-1 Cape Town City [8] 2023-01-14 15:30
Stadium: Nelson Mandela Bay Stadium Round: 16
Referee: Michael Mosemeng Home Manager: Daine Klate Away Manager: Eric Tinkler
Head to Head
| South Africa Premier | 2022/10/25 17:30 | Cape Town City v Chippa United | L | 2-1 |
| South Africa Premier | 2022/05/04 15:00 | Chippa United v Cape Town City | D | 0-0 |
| South Africa Premier | 2021/11/03 15:00 | Cape Town City v Chippa United | L | 1-0 |
| South Africa Premier | 2021/03/03 13:00 | Chippa United v Cape Town City | D | 0-0 |
| 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 |
| South Africa Premier | 2017/04/03 17:30 | Cape Town City v Chippa United | L | 4-1 |
| South Africa Premier | 2016/11/19 13:30 | Chippa United v Cape Town City | L | 1-2 |