| 1. Round | 18/08/2018 | BidVest Wits | - | SuperSport United | 0:1 | ||||
| 5. Round | 01/12/2018 | Black Leopards | - | BidVest Wits | 0:1 |  |
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| 5. Round | 12/12/2018 | BidVest Wits | - | Golden Arrows | 2:2 | ||||
| 5. Round | 16/12/2018 | Baroka FC | - | BidVest Wits | 1:2 | ||||
| 6. Round | 20/01/2019 | Polokwane City FC | - | BidVest Wits | 3:3 | ||||
| 7. Round | 01/02/2019 | BidVest Wits | - | Maritzburg United | 1:0 | ||||
| 7. Round | 23/02/2019 | BidVest Wits | - | Mamelodi Sundowns | 1:1 | ||||
| 8. Round | 15/03/2019 | Bloemfontein Celtic | - | BidVest Wits | 2:4 | |
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| 9. Round | 06/04/2019 | BidVest Wits | - | Orlando Pirates | 0:1 | ||||
| 9. Round | 24/04/2019 | BidVest Wits | - | Black Leopards | 3:1 | ||||
| 9. Round | 27/04/2019 | SuperSport United | - | BidVest Wits | 1:1 | ||||
| 10. Round | 11/05/2019 | Golden Arrows | - | BidVest Wits | 0:1 | |
Malawi