1. Round | 04/08/2019 | Highlands Park | - | Kaizer Chiefs | 2:3 | ||||
1. Round | 10/08/2019 | Kaizer Chiefs | - | Black Leopards | 1:0 | ||||
1. Round | 24/08/2019 | Kaizer Chiefs | - | SuperSport United | 1:1 | ||||
3. Round | 01/10/2019 | Kaizer Chiefs | - | Golden Arrows | 2:0 | ||||
4. Round | 06/11/2019 | Chippa United | - | Kaizer Chiefs | 0:2 |