| PSL | 13/01/18 | Free State Stars | - | Cape Town City FC | 1:0 | ||||
| PSL | 29/08/18 | Free State Stars | - | Cape Town City FC | 2:2 | ||||
| PSL | 16/01/19 | Cape Town City FC | - | Free State Stars | 5:0 | ||||
| PSL | 20/08/20 | Stellenbosch FC | - | Cape Town City FC | 1:0 | ||||
| PSL | 03/03/21 | Chippa United | - | Cape Town City FC | 0:0 | ||||
| PSL | 16/10/21 | Sekhukhune United | - | Cape Town City FC | 1:0 | ||||
| PSL | 05/03/22 | Cape Town City FC | - | Sekhukhune United | 2:1 | ||||
| PSL | 06/09/22 | Cape Town City FC | - | Sekhukhune United | 0:0 | ||||
| PSL | 25/02/23 | Sekhukhune United | - | Cape Town City FC | 0:1 | ||||
| PSL | 23/08/23 | Cape Town City FC | - | Sekhukhune United | 0:1 | ||||
| PSL | 02/04/24 | Sekhukhune United | - | Cape Town City FC | 2:2 | ||||
| PSL | 28/09/24 | Cape Town City FC | - | SuperSport United | 1:0 | ||||
| PSL | 30/03/25 | SuperSport United | - | Cape Town City FC | 0:0 |