| 4. Ronde | 31.08.2019 | CD Tondela [A-jun] | - | Sporting CP [A-jun] | 1:1 |  |
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| 11. Ronde | 02.11.2019 | Sporting CP [A-jun] | - | União Leiria [A-jun] | 9:0 | ||||
| 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 | ||||
| 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 |
Costa Rica