1. Round | 03/08/2019 | Baroka FC | - | Cape Town City FC | 2:2 | ||||
1. Round | 20/08/2019 | Mamelodi Sundowns | - | Cape Town City FC | 1:1 | ||||
1. Round | 27/08/2019 | Cape Town City FC | - | Kaizer Chiefs | 1:2 | ||||
2. Round | 14/09/2019 | SuperSport United | - | Cape Town City FC | 3:3 | ||||
2. Round | 22/09/2019 | Cape Town City FC | - | Golden Arrows | 1:1 | ||||
8. Round | 08/03/2020 | Cape Town City FC | - | Bloemfontein Celtic | 2:0 | ||||
9. Round | 14/08/2020 | Chippa United | - | Cape Town City FC | 0:1 | ||||
9. Round | 17/08/2020 | Cape Town City FC | - | Mamelodi Sundowns | 3:2 | ||||
9. Round | 20/08/2020 | Stellenbosch FC | - | Cape Town City FC | 1:0 | ||||
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 | ||||
10. Round | 02/09/2020 | Highlands Park | - | Cape Town City FC | 1:0 |