| 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 |  SuperSport United3 |
3 - 0ft | Orlando Pirates0 |
|
| Saturday, 03 Aug | ||||
| ft 2019/08/0320:00 PM Lucas Moripe Stadium |
 Mamelodi Sundowns2 |
2 - 0ft | SuperSport United0 |
|
| Saturday, 11 May | ||||
| ft 2019/05/1115:00 PMLucas Moripe Stadium |
SuperSport United0 |
0 - 2ft |  Highlands Park2 |
|
| Saturday, 04 May | ||||
| ft 2019/05/0415:00 PMHarry Gwala Stadium |
 Maritzburg United3 |
3 - 1ft | SuperSport United1 |
|
| Saturday, 27 Apr | ||||
| ft 2019/04/2718:00 PMMbomela Stadium |
SuperSport United1 40Furman45Daniels |
1 - 1Hlantift |  Bidvest Wits138Hlanti Hlanti |
|