1. Round | 09/08/2019 | Maritzburg United | - | Highlands Park | 1:1 | ||||
1. Round | 28/08/2019 | Maritzburg United | - | Black Leopards | 0:1 | ||||
2. Round | 27/09/2019 | Maritzburg United | - | Chippa United | 1:0 | ||||
3. Round | 02/10/2019 | Maritzburg United | - | Baroka FC | 1:0 | ||||
4. Round | 08/11/2019 | Maritzburg United | - | Bloemfontein Celtic | 2:2 | ||||
4. Round | 27/11/2019 | Maritzburg United | - | SuperSport United | 0:2 | ||||
5. Round | 08/12/2019 | Polokwane City FC | - | Maritzburg United | 0:1 | ||||
5. Round | 22/12/2019 | Maritzburg United | - | Kaizer Chiefs | 1:1 | ||||
6. Round | 03/01/2020 | Maritzburg United | - | Golden Arrows | 2:1 | ||||
6. Round | 08/01/2020 | SuperSport United | - | Maritzburg United | 2:2 |