[7] Cape Town City 5-0 Free State Stars [13] 2019-01-16 17:30
Weather: Good Stadium: Cape Town Stadium Pitch: Good Round: 1
Referee: Kulasander Qongqo Home Manager: Benni McCarthy Away Manager: Nikola Kavazovic
Head to Head
| South Africa Premier | 2018/08/29 17:30 | Free State Stars v Cape Town City | D | 2-2 |
| South Africa Premier | 2018/01/13 18:15 | Free State Stars v Cape Town City | L | 1-0 |
| South Africa Premier | 2017/11/01 17:30 | Cape Town City v Free State Stars | W | 1-0 |
| South Africa Premier | 2017/05/05 18:00 | Cape Town City v Free State Stars | W | 1-0 |
| South Africa Premier | 2016/12/21 17:30 | Free State Stars v Cape Town City | L | 1-0 |
| South Africa League Cup | 2016/11/26 12:00 | Cape Town City v Free State Stars | W | 4-1 |
Home History
| South Africa Premier | 2019/01/12 18:15 | Cape Town City v Baroka FC | D | 2-2 |
| South Africa Premier | 2019/01/05 18:15 | Supersport United v Cape Town City | W | 0-1 |
| South Africa Premier | 2018/12/22 16:00 | Cape Town City v Bloem Celtic | W | 3-2 |
| South Africa Premier | 2018/12/11 17:30 | Cape Town City v Chippa United | D | 1-1 |
| South Africa Premier | 2018/12/01 13:30 | Highlands Park v Cape Town City | L | 2-0 |
| South Africa Premier | 2018/11/27 17:30 | Polokwane City v Cape Town City | W | 1-2 |
| South Africa Premier | 2018/11/11 13:30 | Cape Town City v Black Leopards | W | 3-1 |
| South Africa Premier | 2018/10/27 18:15 | Cape Town City v Amazulu | W | 3-0 |
Away History
| South Africa Premier | 2019/01/09 17:30 | Maritzburg Utd v Free State Stars | W | 1-2 |
| South Africa Premier | 2019/01/05 16:00 | Free State Stars v Bidvest Wits | L | 1-2 |
| South Africa Premier | 2018/12/11 17:30 | Free State Stars v Orlando Pirates | L | 1-3 |
| CAF Confederations Cup | 2018/12/05 13:30 | Mukura v Free State Stars | L | 1-0 |
| CAF Confederations Cup | 2018/11/28 13:00 | Free State Stars v Mukura | D | 0-0 |
| South Africa Premier | 2018/11/10 18:15 | Free State Stars v Supersport United | L | 0-1 |
| South Africa Premier | 2018/11/07 17:30 | Mamelodi Sundowns v Free State Stars | L | 3-1 |
| South Africa Premier | 2018/10/28 13:30 | Black Leopards v Free State Stars | D | 1-1 |