| 7. Ronde | 28.09.2019 | CD Feirense [A-jun] | - | Vitória Guimarães [A-jun] | 0:1 |  |
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| 9. Ronde | 19.10.2019 | FC Vizela [A-jun] | - | Vitória Guimarães [A-jun] | 0:0 | |
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| 10. Ronde | 26.10.2019 | Vitória Guimarães [A-jun] | - | Rio Ave FC [A-jun] | 3:3 | |
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| 12. Ronde | 09.11.2019 | FC Porto [A-jun] | - | Vitória Guimarães [A-jun] | 0:2 | |
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| 15. Ronde | 07.12.2019 | FC Famalicão [A-jun] | - | Vitória Guimarães [A-jun] | 0:4 | ||||
| 16. Ronde | 14.12.2019 | Vitória Guimarães [A-jun] | - | Gil Vicente [A-jun] | 3:1 | ||||
| 17. Ronde | 21.12.2019 | Leixões SC [A-jun] | - | Vitória Guimarães [A-jun] | 0:1 | ||||
| 18. Ronde | 05.01.2020 | Vitória Guimarães [A-jun] | - | CD Feirense [A-jun] | 2:4 | ||||
| 19. Ronde | 11.01.2020 | CD Nacional [A-jun] | - | Vitória Guimarães [A-jun] | 1:2 | ||||
| 20. Ronde | 18.01.2020 | Vitória Guimarães [A-jun] | - | FC Vizela [A-jun] | 3:1 | ||||
| 21. Ronde | 25.01.2020 | Rio Ave FC [A-jun] | - | Vitória Guimarães [A-jun] | 1:0 | |
Portugal