1. Round | 04/08/2019 | Golden Arrows | - | Maritzburg United | 1:0 | ||||
1. Round | 09/08/2019 | Maritzburg United | - | Highlands Park | 1:1 | ||||
1. Round | 25/08/2019 | Stellenbosch FC | - | Maritzburg United | 0:0 | ||||
1. Round | 28/08/2019 | Maritzburg United | - | Black Leopards | 0:1 | ||||
2. Round | 21/09/2019 | Mamelodi Sundowns | - | Maritzburg United | 2:1 | ||||
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 | ||||
7. Round | 12/02/2020 | BidVest Wits | - | Maritzburg United | 0:1 | ||||
7. Round | 15/02/2020 | Kaizer Chiefs | - | Maritzburg United | 1:2 |