| 3. Ronde | 18.09.2019 | Sporting CP [A-jun] | - | Vitória Setúbal [A-jun] | 4:1 | ||||
| 6. Ronde | 22.09.2019 | Académica de Coimbra [A-jun] | - | Sporting CP [A-jun] | 1:2 | ||||
| 7. Ronde | 28.09.2019 | Sporting CP [A-jun] | - | Amora FC [A-jun] | 5:1 | ||||
| 8. Ronde | 06.10.2019 | SG Sacavenense [A-jun] | - | Sporting CP [A-jun] | 1:6 | ||||
| 9. Ronde | 20.10.2019 | Sporting CP [A-jun] | - | SL Benfica [A-jun] | 2:2 | ||||
| 10. Ronde | 26.10.2019 | Os Belenenses [A-jun] | - | Sporting CP [A-jun] | 2:2 | ||||
| 11. Ronde | 02.11.2019 | Sporting CP [A-jun] | - | União Leiria [A-jun] | 9:0 | ||||
| 12. Ronde | 09.11.2019 | UD Vilafranquense [A-jun] | - | Sporting CP [A-jun] | 0:6 | ||||
| 13. Ronde | 23.11.2019 | Sporting CP [A-jun] | - | FC Alverca [A-jun] | 1:1 |  |
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| 14. Ronde | 30.11.2019 | Vitória Setúbal [A-jun] | - | Sporting CP [A-jun] | 2:3 |
Portugal