1. Round | 10/08/2019 | Cape Town City FC | - | Stellenbosch FC | 1:0 | ||||
1. Round | 20/08/2019 | Mamelodi Sundowns | - | Cape Town City FC | 1:1 | ||||
2. Round | 14/09/2019 | SuperSport United | - | Cape Town City FC | 3:3 | ||||
2. Round | 28/09/2019 | Orlando Pirates | - | Cape Town City FC | 3:3 | ||||
3. Round | 01/10/2019 | AmaZulu FC | - | Cape Town City FC | 2:1 | ||||
4. Round | 27/11/2019 | Bloemfontein Celtic | - | Cape Town City FC | 0:0 | ||||
5. Round | 20/12/2019 | BidVest Wits | - | Cape Town City FC | 2:0 | ||||
6. Round | 12/01/2020 | Kaizer Chiefs | - | Cape Town City FC | 3:0 | ||||
6. Round | 24/01/2020 | Cape Town City FC | - | Black Leopards | 1:0 | ||||
9. Round | 14/08/2020 | Chippa United | - | Cape Town City FC | 0:1 | ||||
9. Round | 23/08/2020 | Cape Town City FC | - | Orlando Pirates | 1:0 | ||||
9. Round | 29/08/2020 | Golden Arrows | - | Cape Town City FC | 1:4 |