| 2. Ronde | 17.08.2019 | Vitória Setúbal [A-jun] | - | Os Belenenses [A-jun] | 2:1 | ||||
| 4. Ronde | 31.08.2019 | Vitória Setúbal [A-jun] | - | UD Vilafranquense [A-jun] | 2:0 |  |
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| 3. Ronde | 18.09.2019 | Sporting CP [A-jun] | - | Vitória Setúbal [A-jun] | 4:1 | ||||
| 6. Ronde | 22.09.2019 | Vitória Setúbal [A-jun] | - | União Leiria [A-jun] | 8:0 | ||||
| 7. Ronde | 28.09.2019 | Vitória Setúbal [A-jun] | - | CD Tondela [A-jun] | 2:0 | ||||
| 8. Ronde | 05.10.2019 | GD Estoril [A-jun] | - | Vitória Setúbal [A-jun] | 2:2 | ||||
| 14. Ronde | 30.11.2019 | Vitória Setúbal [A-jun] | - | Sporting CP [A-jun] | 2:3 |
Portugal