1. Round | 08/08/2018 | Chippa United | - | Orlando Pirates | 0:1 | ||||
1. Round | 15/08/2018 | Orlando Pirates | - | BidVest Wits | 0:1 | ||||
1. Round | 28/08/2018 | Black Leopards | - | Orlando Pirates | 1:2 | ||||
2. Round | 15/09/2018 | Orlando Pirates | - | SuperSport United | 3:1 | ||||
2. Round | 22/09/2018 | Baroka FC | - | Orlando Pirates | 1:2 | ||||
3. Round | 06/10/2018 | AmaZulu FC | - | Orlando Pirates | 1:1 |