| Date | Home | Away | Result |
|---|---|---|---|
| 10/27/23 2:15 PM | FC Arouca | Moreirense FC | 0-1 |
| 10/28/23 9:30 AM | Portimonense | Estoril Praia | 1-0 |
| 10/28/23 12:00 PM | Benfica Lisbon | Casa Pia AC | 1-1 |
| 10/28/23 12:00 PM | Vitoria Guimaraes | GD Chaves | 5-0 |
| 10/28/23 2:30 PM | FC Gil Vicente | Sporting Braga | 3-3 |
| 10/29/23 10:30 AM | Rio Ave FC | SC Farense | 3-4 |
| 10/29/23 1:00 PM | CF Estrela Amadora | FC Famalicao | 1-0 |
| 10/29/23 3:30 PM | FC Vizela | FC Porto | 0-2 |
| 10/30/23 3:15 PM | Boavista Porto | Sporting Lisbon | 0-2 |