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| 23.07.2021 | 21:15 | Portimonense SC | - | Académica de Coimbra | 2:1 (2:1) | |
| 24.07.2021 | 12:00 | CD Tondela | - | Gil Vicente | 0:1 (0:0) | |
| 16:30 | Estrela Amadora | - | FC Vizela | 2:1 (1:0) | ||
| 16:30 | CD Mafra | - | Belenenses SAD | 1:0 (1:0) | ||
| 18:00 | Académico de Viseu | - | Casa Pia AC | 1:4 (1:2) | ||
| 18:00 | CD Trofense | - | Sporting Covilhã | 0:3 (0:1) | ||
| 18:00 | CD Feirense | - | FC Famalicão | 0:1 (0:1) | ||
| 19:00 | GD Chaves | - | SC Farense | 1:2 (0:0) | ||
| 25.07.2021 | 12:00 | FC Penafiel | - | Moreirense FC | 4:3 (0:0, 1:1) i.E. | |
| 18:30 | UD Vilafranquense | - | FC Arouca | 0:3 (0:2) | ||
| 19:00 | CD Nacional | - | GD Estoril | 1:2 (1:0) | ||
| 19:00 | CS Marítimo | - | Boavista | 0:1 (0:1) | ||
| 19:00 | Varzim SC | - | Rio Ave FC | 3:4 (0:0, 1:1) i.E. | ||
| 26.07.2021 | 21:15 | Vitória Guimarães | - | Leixões SC | 4:1 (1:1) |
