| 1. Round | 17/08/2018 | Maritzburg United | - | Kaizer Chiefs | 0:0 | ||||
| 2. Round | 15/09/2018 | Maritzburg United | - | BidVest Wits | 0:0 | ||||
| 2. Round | 23/09/2018 | Bloemfontein Celtic | - | Maritzburg United | 0:1 | ||||
| 3. Round | 05/10/2018 | Maritzburg United | - | Cape Town City FC | 0:0 | ||||
| 3. Round | 27/10/2018 | Polokwane City FC | - | Maritzburg United | 1:0 | ||||
| 4. Round | 09/11/2018 | Maritzburg United | - | Highlands Park | 2:2 | ||||
| 4. Round | 27/11/2018 | Maritzburg United | - | Chippa United | 0:0 | ||||
| 5. Round | 01/12/2018 | Orlando Pirates | - | Maritzburg United | 0:0 | ||||
| 5. Round | 12/12/2018 | Maritzburg United | - | Black Leopards | 1:1 | ||||
| 5. Round | 22/12/2018 | Maritzburg United | - | Baroka FC | 0:1 | ||||
| 6. Round | 06/01/2019 | Golden Arrows | - | Maritzburg United | 2:0 | ||||
| 6. Round | 09/01/2019 | Maritzburg United | - | Free State Stars | 1:2 | ||||
| 7. Round | 01/02/2019 | BidVest Wits | - | Maritzburg United | 1:0 | ||||
| 9. Round | 24/04/2019 | Maritzburg United | - | Orlando Pirates | 0:1 |
Belgium