Head to Head
| 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 |
Home History
| South Africa Premier | 2021/01/06 15:00 | Supersport United v Chippa United | D | 2-2 |
| South Africa Premier | 2020/12/20 13:30 | Amazulu v Chippa United | L | 3-1 |
| South Africa Premier | 2020/12/16 17:00 | Orlando Pirates v Chippa United | L | 1-0 |
| South Africa Premier | 2020/12/06 13:30 | Baroka FC v Chippa United | L | 2-1 |
| South Africa Premier | 2020/11/29 13:30 | Chippa United v Tshakhuma Tsha Madzivhadila | D | 1-1 |
| South Africa Premier | 2020/11/21 13:30 | Stellenbosch FC v Chippa United | L | 2-0 |
| South Africa Premier | 2020/11/03 17:30 | Chippa United v Maritzburg Utd | W | 3-1 |
| South Africa Premier | 2020/10/27 17:30 | Chippa United v Kaizer Chiefs | L | 0-1 |
Away History
| 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 |
| South Africa Premier | 2020/12/15 17:30 | Stellenbosch FC v Cape Town City | W | 1-2 |
| South Africa Premier | 2020/12/05 13:30 | Cape Town City v Orlando Pirates | D | 2-2 |
| South Africa Premier | 2020/11/28 18:15 | Amazulu v Cape Town City | D | 1-1 |
| South Africa Premier | 2020/11/22 13:30 | Cape Town City v Bloem Celtic | W | 4-2 |
| South Africa Premier | 2020/11/04 17:30 | Cape Town City v Mamelodi Sundowns | L | 0-2 |
| South Africa Premier | 2020/10/28 17:30 | Maritzburg Utd v Cape Town City | W | 0-1 |