| 1. Ronde | 12.08.2019 | Sporting CP [A-jun] | - | UD Vilafranquense [A-jun] | 4:0 | ||||
| 2. Ronde | 17.08.2019 | UD Vilafranquense [A-jun] | - | União Leiria [A-jun] | 2:0 | ||||
| 3. Ronde | 24.08.2019 | UD Vilafranquense [A-jun] | - | FC Alverca [A-jun] | 0:4 | ||||
| 4. Ronde | 31.08.2019 | Vitória Setúbal [A-jun] | - | UD Vilafranquense [A-jun] | 2:0 | ||||
| 5. Ronde | 14.09.2019 | UD Vilafranquense [A-jun] | - | CD Tondela [A-jun] | 0:1 | ||||
| 7. Ronde | 28.09.2019 | UD Vilafranquense [A-jun] | - | Académica de Coimbra [A-jun] | 1:4 | ||||
| 10. Ronde | 27.10.2019 | SL Benfica [A-jun] | - | UD Vilafranquense [A-jun] | 8:1 | ||||
| 11. Ronde | 02.11.2019 | UD Vilafranquense [A-jun] | - | Os Belenenses [A-jun] | 1:5 | ||||
| 13. Ronde | 23.11.2019 | União Leiria [A-jun] | - | UD Vilafranquense [A-jun] | 2:2 | ||||
| 14. Ronde | 30.11.2019 | FC Alverca [A-jun] | - | UD Vilafranquense [A-jun] | 3:0 | ||||
| 15. Ronde | 07.12.2019 | UD Vilafranquense [A-jun] | - | Vitória Setúbal [A-jun] | 1:2 | ||||
| 17. Ronde | 21.12.2019 | UD Vilafranquense [A-jun] | - | GD Estoril [A-jun] | 0:0 | ||||
| 18. Ronde | 04.01.2020 | Académica de Coimbra [A-jun] | - | UD Vilafranquense [A-jun] | 3:1 |
Portugal