| 1. Journée | 03.08.2019 | Baroka FC | - | Cape Town City FC | 2:2 |  |
|||
| 1. Journée | 20.08.2019 | Mamelodi Sundowns | - | Cape Town City FC | 1:1 | ||||
| 1. Journée | 27.08.2019 | Cape Town City FC | - | Kaizer Chiefs | 1:2 | ||||
| 2. Journée | 14.09.2019 | SuperSport United | - | Cape Town City FC | 3:3 | ||||
| 2. Journée | 22.09.2019 | Cape Town City FC | - | Golden Arrows | 1:1 | ||||
| 8. Journée | 08.03.2020 | Cape Town City FC | - | Bloemfontein Celtic | 2:0 | ||||
| 9. Journée | 14.08.2020 | Chippa United | - | Cape Town City FC | 0:1 | ||||
| 9. Journée | 17.08.2020 | Cape Town City FC | - | Mamelodi Sundowns | 3:2 | ||||
| 9. Journée | 20.08.2020 | Stellenbosch FC | - | Cape Town City FC | 1:0 | ||||
| 9. Journée | 23.08.2020 | Cape Town City FC | - | Orlando Pirates | 1:0 | ||||
| 9. Journée | 29.08.2020 | Golden Arrows | - | Cape Town City FC | 1:4 | ||||
| 10. Journée | 02.09.2020 | Highlands Park | - | Cape Town City FC | 1:0 | |
Afrique du Sud