| 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 |  |
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| 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 | ||||
| 14. Ronde | 30.11.2019 | Vitória Setúbal [A-jun] | - | Sporting CP [A-jun] | 2:3 | ||||
| 16. Ronde | 14.12.2019 | GD Estoril [A-jun] | - | Sporting CP [A-jun] | 1:2 | ||||
| 15. Ronde | 29.12.2019 | Sporting CP [A-jun] | - | CD Tondela [A-jun] | 5:0 | |
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| 18. Ronde | 04.01.2020 | Amora FC [A-jun] | - | Sporting CP [A-jun] | 1:4 | ||||
| 17. Ronde | 08.01.2020 | Sporting CP [A-jun] | - | Académica de Coimbra [A-jun] | 3:1 | |
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| 19. Ronde | 12.01.2020 | Sporting CP [A-jun] | - | SG Sacavenense [A-jun] | 3:1 | ||||
| 20. Ronde | 18.01.2020 | SL Benfica [A-jun] | - | Sporting CP [A-jun] | 0:0 | ||||
| 21. Ronde | 25.01.2020 | Sporting CP [A-jun] | - | Os Belenenses [A-jun] | 5:1 | ||||
| 22. Ronde | 01.02.2020 | União Leiria [A-jun] | - | Sporting CP [A-jun] | 0:8 |  |
Portugal
Guinea-Bissau