1. Round | 10/08/2019 | CD Santa Clara | - | FC Famalicão | 0:2 | ||||
2. Round | 18/08/2019 | Paços de Ferreira | - | CD Santa Clara | 0:1 | ||||
3. Round | 25/08/2019 | CD Santa Clara | - | Belenenses SAD | 0:0 | ||||
4. Round | 01/09/2019 | CD Tondela | - | CD Santa Clara | 0:0 | ||||
6. Round | 22/09/2019 | FC Porto | - | CD Santa Clara | 2:0 | ||||
7. Round | 29/09/2019 | CD Santa Clara | - | Gil Vicente | 1:0 | ||||
8. Round | 28/10/2019 | Sporting Braga | - | CD Santa Clara | 2:0 | ||||
9. Round | 31/10/2019 | CD Santa Clara | - | Vitória Setúbal | 1:1 | ||||
10. Round | 04/11/2019 | Portimonense SC | - | CD Santa Clara | 1:1 | ||||
14. Round | 16/12/2019 | CD Santa Clara | - | Sporting CP | 0:4 | ||||
16. Round | 10/01/2020 | CD Santa Clara | - | Rio Ave FC | 0:1 |