[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 |
Home History
| South Africa Premier | 2023/01/10 17:30 | Mamelodi Sundowns v Chippa United | L | 2-1 |
| South Africa Premier | 2023/01/06 17:30 | Moroka Swallows v Chippa United | L | 2-0 |
| South Africa Premier | 2022/12/30 15:30 | Stellenbosch FC v Chippa United | D | 1-1 |
| South Africa Premier | 2022/10/30 13:30 | Chippa United v Richards Bay FC | D | 3-3 |
| South Africa Premier | 2022/10/25 17:30 | Cape Town City v Chippa United | L | 2-1 |
| South Africa Premier | 2022/10/18 15:00 | Chippa United v Sekhukhune United FC | W | 1-0 |
| South Africa Premier | 2022/10/15 15:30 | Kaizer Chiefs v Chippa United | W | 1-2 |
| South Africa Premier | 2022/09/17 13:00 | Chippa United v Marumo Gallants | W | 1-0 |
Away History
| South Africa Premier | 2023/01/07 15:30 | Cape Town City v Orlando Pirates | W | 2-1 |
| South Africa Premier | 2023/01/03 15:00 | Cape Town City v Supersport United | L | 0-1 |
| South Africa Premier | 2022/12/30 15:30 | Cape Town City v Royal AM FC | W | 2-1 |
| CAF Confederations Cup | 2022/11/09 17:00 | USM Alger v Cape Town City | L | 1-0 |
| CAF Confederations Cup | 2022/11/02 16:00 | Cape Town City v USM Alger | D | 0-0 |
| South Africa Premier | 2022/10/29 15:30 | Marumo Gallants v Cape Town City | L | 2-1 |
| South Africa Premier | 2022/10/25 17:30 | Cape Town City v Chippa United | W | 2-1 |
| South Africa Premier | 2022/10/19 17:30 | Richards Bay FC v Cape Town City | L | 1-0 |