| 1. Ronde | 22.08.2018 | Mamelodi Sundowns | - | Highlands Park | 0:0 |  |
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| 1. Ronde | 29.08.2018 | Baroka FC | - | Highlands Park | 1:1 | ||||
| 2. Ronde | 16.09.2018 | Highlands Park | - | Golden Arrows | 2:1 | |
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| 2. Ronde | 22.09.2018 | Free State Stars | - | Highlands Park | 1:0 | ||||
| 3. Ronde | 02.10.2018 | Highlands Park | - | Kaizer Chiefs | 0:0 | ||||
| 3. Ronde | 06.10.2018 | Highlands Park | - | Chippa United | 2:1 | ||||
| 3. Ronde | 26.10.2018 | BidVest Wits | - | Highlands Park | 1:0 | ||||
| 4. Ronde | 09.11.2018 | Maritzburg United | - | Highlands Park | 2:2 | ||||
| 5. Ronde | 01.12.2018 | Highlands Park | - | Cape Town City FC | 2:0 | ||||
| 5. Ronde | 11.12.2018 | Polokwane City FC | - | Highlands Park | 2:2 | ||||
| 5. Ronde | 17.12.2018 | Bloemfontein Celtic | - | Highlands Park | 1:2 | ||||
| 5. Ronde | 23.12.2018 | Highlands Park | - | SuperSport United | 1:1 | ||||
| 6. Ronde | 05.01.2019 | Highlands Park | - | Orlando Pirates | 2:2 | ||||
| 9. Ronde | 23.04.2019 | Cape Town City FC | - | Highlands Park | 1:1 | |
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| 10. Ronde | 11.05.2019 | SuperSport United | - | Highlands Park | 0:2 |
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