| 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 |
|
| Wednesday, 14 Aug | ||||
| ft 2019/08/1419:30 PMOld Peter Mokaba Stadium |
 Polokwane City0 |
0 - 1ft |  Bidvest Wits1 |
|
| Saturday, 10 Aug | ||||
| ft 2019/08/1013:30 PMOld Peter Mokaba Stadium |
Polokwane City1 |
1 - 0ft |  AmaZulu0 |
|
| Sunday, 04 Aug | ||||
| ft 2019/08/0415:00 PMThohoyandou Stadium |
Black Leopards0 |
0 - 1ft | Polokwane City1 |
|
| Saturday, 11 May | ||||
| ft 2019/05/1115:00 PMOrlando Stadium |
Orlando Pirates3 |
3 - 0ft | Polokwane City0 |
|
| Saturday, 04 May | ||||
| ft 2019/05/0415:00 PMOld Peter Mokaba Stadium |
Polokwane City1 |
1 - 3ft | Chippa United3 |
|