[5] Cape Town City 1-1 Chippa United [6] 2020-10-24 16:00
Stadium: Cape Town Stadium Round: 1
Referee: Philangenkosi Khumalo Home Manager: Jan Olde Riekerink Away Manager: Lehlohonolo Seema
Head to Head
| South Africa Premier | 2020/08/14 13:30 | Chippa United v Cape Town City | W | 0-1 |
| South Africa Premier | 2019/12/07 16:00 | Cape Town City v Chippa United | L | 0-1 |
| South Africa Premier | 2019/04/26 18:00 | Chippa United v Cape Town City | W | 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 | W | 2-0 |
| South Africa Premier | 2017/10/22 13:30 | Chippa United v Cape Town City | L | 2-1 |
| South Africa Premier | 2017/04/03 17:30 | Cape Town City v Chippa United | W | 4-1 |
| South Africa Premier | 2016/11/19 13:30 | Chippa United v Cape Town City | W | 1-2 |
Home History
| South Africa Cup | 2020/10/17 16:00 | Orlando Pirates v Cape Town City | L | 1-0 |
| South Africa Premier | 2020/09/05 13:30 | Cape Town City v Supersport United | W | 1-0 |
| South Africa Premier | 2020/09/02 16:00 | Highlands Park v Cape Town City | L | 1-0 |
| South Africa Premier | 2020/08/29 16:00 | Golden Arrows v Cape Town City | W | 1-4 |
| South Africa Premier | 2020/08/23 13:30 | Cape Town City v Orlando Pirates | W | 1-0 |
| South Africa Premier | 2020/08/20 16:00 | Stellenbosch FC v Cape Town City | L | 1-0 |
| South Africa Premier | 2020/08/17 16:00 | Mamelodi Sundowns v Cape Town City | W | 2-3 |
| South Africa Premier | 2020/08/14 13:30 | Chippa United v Cape Town City | W | 0-1 |
Away History
| South Africa Premier | 2020/09/05 13:30 | Chippa United v Golden Arrows | W | 1-0 |
| South Africa Premier | 2020/09/02 16:00 | Kaizer Chiefs v Chippa United | L | 1-0 |
| South Africa Premier | 2020/08/28 16:00 | Stellenbosch FC v Chippa United | D | 1-1 |
| South Africa Premier | 2020/08/22 16:00 | Baroka FC v Chippa United | W | 0-1 |
| South Africa Premier | 2020/08/18 13:30 | Chippa United v Highlands Park | D | 0-0 |
| South Africa Premier | 2020/08/14 13:30 | Chippa United v Cape Town City | L | 0-1 |
| South Africa Premier | 2020/03/07 18:15 | Bidvest Wits v Chippa United | D | 0-0 |
| South Africa Premier | 2020/02/29 16:00 | Chippa United v Amazulu | W | 1-0 |