| Saturday, 10 Aug | ||||
| ft 2019/08/1013:30 PMAthlone Stadium |
 Cape Town City FC1 |
1 - 0ft |  Stellenbosch FC0 |
|
| Saturday, 03 Aug | ||||
| ft |  Baroka FC2 |
2 - 2ft | Cape Town City FC2 |
|
| Saturday, 11 May | ||||
| ft 2019/05/1115:00 PMThohoyandou Stadium |
 Black Leopards1 |
1 - 0ft | Cape Town City FC0 |
|
| Saturday, 04 May | ||||
| ft 2019/05/0415:00 PMAthlone Stadium |
Cape Town City FC2 |
2 - 2ft |  Orlando Pirates2 |
|
| Friday, 26 Apr | ||||
| ft 2019/04/2620:00 PMNelson Mandela Bay Stadium |
 Chippa United0 |
0 - 2ft | Cape Town City FC2 |
|
| Saturday, 11 May | ||||
| ft 2019/05/1115:00 PMGoble Park |
 Free State Stars0 |
0 - 1ft |  Mamelodi Sundowns1 |
|
| Saturday, 04 May | ||||
| ft 2019/05/0415:00 PMMbomela Stadium |
 Kaizer Chiefs1 |
1 - 1ft | Free State Stars1 |
|
| Sunday, 28 Apr | ||||
| ft 2019/04/2815:00 PMPrincess Magogo. Stadium |
 Golden Arrows2 |
2 - 1ft | Free State Stars1 |
|
| Wednesday, 24 Apr | ||||
| ft 2019/04/2419:30 PMGoble Park |
Free State Stars2 |
2 - 2ft | Baroka FC2 |
|
| Saturday, 13 Apr | ||||
| ft 2019/04/1320:00 PMOrlando Stadium |
Orlando Pirates2 |
2 - 1ft | Free State Stars1 |
|