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| 17/12/2019 | 14:15 | Académico de Viseu | - | GD Chaves | 1:0 (0:0) | |
| 17:45 | Varzim SC | - | Anadia FC | 2:1 (0:0, 1:1) aet | ||
| 20:30 | Atlético Marinhense | - | Rio Ave FC | 0:2 (0:1) | ||
| 18/12/2019 | 14:15 | Sertanense FC | - | CF Canelas 2010 | 0:1 (0:1) | |
| 18:45 | Paços de Ferreira | - | SC Espinho | 3:0 (1:0) | ||
| 20:45 | SL Benfica | - | Sporting Braga | 2:1 (1:1) | ||
| 19/12/2019 | 19:15 | FC Porto | - | CD Santa Clara | 1:0 (1:0) | |
| 21:45 | FC Famalicão | - | CD Mafra | 3:0 (0:0) |
