2. Round | 27/09/2019 | Maritzburg United | - | Chippa United | 1:0 | ||||
3. Round | 02/10/2019 | Maritzburg United | - | Baroka FC | 1:0 | ||||
3. Round | 25/10/2019 | Cape Town City FC | - | Maritzburg United | 0:1 | ||||
4. Round | 05/11/2019 | Orlando Pirates | - | Maritzburg United | 0:0 | ||||
4. Round | 08/11/2019 | Maritzburg United | - | Bloemfontein Celtic | 2:2 | ||||
4. Round | 27/11/2019 | Maritzburg United | - | SuperSport United | 0:2 | ||||
5. Round | 01/12/2019 | AmaZulu FC | - | Maritzburg United | 0:0 | ||||
5. Round | 22/12/2019 | Maritzburg United | - | Kaizer Chiefs | 1:1 | ||||
6. Round | 08/01/2020 | SuperSport United | - | Maritzburg United | 2:2 | ||||
6. Round | 11/01/2020 | Chippa United | - | Maritzburg United | 0:0 | ||||
6. Round | 31/01/2020 | Maritzburg United | - | Cape Town City FC | 1:1 | ||||
7. Round | 12/02/2020 | BidVest Wits | - | Maritzburg United | 0:1 |