[6] Cape Town City 1-2 Kaizer Chiefs [1] 2019-08-27 17:30
Stadium: DHL Newlands Stadium Round: 1
Referee: Kulasander Qongqo Home Manager: Benedict Saul McCarthy Away Manager: Ernst Middendorp
Head to Head
| Sydafrika - Cup | 2019/03/31 13:00 | Kaizer Chiefs v Cape Town City | L | 2-0 |
| Sydafrika - Premier | 2019/01/30 17:30 | Kaizer Chiefs v Cape Town City | W | 0-1 |
| Sydafrika - Premier | 2018/09/15 13:00 | Cape Town City v Kaizer Chiefs | L | 1-4 |
| Sydafrika - Premier | 2018/02/17 18:15 | Kaizer Chiefs v Cape Town City | L | 1-0 |
| Sydafrika - Premier | 2017/09/13 17:30 | Cape Town City v Kaizer Chiefs | L | 0-2 |
| Sydafrika - Premier | 2017/04/25 17:30 | Cape Town City v Kaizer Chiefs | W | 3-2 |
| Sydafrika - Premier | 2016/11/29 17:30 | Kaizer Chiefs v Cape Town City | D | 1-1 |
| Sydafrika - Supa 8 Cup | 2016/08/26 18:00 | Cape Town City v Kaizer Chiefs | W | 1-0 |
Home History
| Sydafrika - Premier | 2019/08/20 17:30 | Mamelodi Sundowns v Cape Town City | D | 1-1 |
| Sydafrika - Supa 8 Cup | 2019/08/17 13:00 | Cape Town City v Polokwane City | L | 0-2 |
| Sydafrika - Premier | 2019/08/10 16:00 | Cape Town City v Stellenbosch FC | W | 1-0 |
| Sydafrika - Premier | 2019/08/03 13:00 | Baroka FC v Cape Town City | D | 2-2 |
| Sydafrika - Premier | 2019/05/11 13:00 | Black Leopards v Cape Town City | L | 1-0 |
| Sydafrika - Premier | 2019/05/04 13:00 | Cape Town City v Orlando Pirates | D | 2-2 |
| Sydafrika - Premier | 2019/04/26 18:00 | Chippa United v Cape Town City | W | 0-2 |
| Sydafrika - Premier | 2019/04/23 17:30 | Cape Town City v Highlands Park | D | 1-1 |
Away History
| Sydafrika - Premier | 2019/08/24 16:00 | Kaizer Chiefs v Supersport United | D | 1-1 |
| Sydafrika - Premier | 2019/08/10 18:15 | Kaizer Chiefs v Black Leopards | W | 1-0 |
| Sydafrika - Premier | 2019/08/04 13:00 | Highlands Park v Kaizer Chiefs | W | 2-3 |
| Internationellt - Vänskapsmatcher | 2019/07/27 13:15 | Kaizer Chiefs v Orlando Pirates | L | 0-2 |
| Sydafrika - Cup | 2019/05/18 17:00 | Kaizer Chiefs v TS Galaxy | L | 0-1 |
| Sydafrika - Premier | 2019/05/11 13:00 | Chippa United v Kaizer Chiefs | L | 1-0 |
| Sydafrika - Premier | 2019/05/04 13:00 | Kaizer Chiefs v Free State Stars | D | 1-1 |
| Sydafrika - Premier | 2019/04/27 18:15 | Bloem Celtic v Kaizer Chiefs | L | 1-0 |
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