[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 |
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