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| 1st(1st leg) | SC Farense | - | CS Marítimo | 0:2 | ||
| 2nd (2nd leg) | CS Marítimo | - | SC Farense | 0:0 | ||
| 1st(1st leg): 25/09/2013 11:00 | 2nd (2nd leg): 30/10/2013 16:00 | Winner: CS Marítimo | ||||
| 1st(1st leg) | Moreirense FC | - | Gil Vicente | 0:0 | ||
| 2nd (2nd leg) | Gil Vicente | - | Moreirense FC | 4:3 | ||
| 1st(1st leg): 25/09/2013 16:00 | 2nd (2nd leg): 30/10/2013 16:00 | Winner: Gil Vicente | ||||
| 1st(1st leg) | CD Santa Clara | - | Os Belenenses | 0:0 | ||
| 2nd (2nd leg) | Os Belenenses | - | CD Santa Clara | 1:0 | ||
| 1st(1st leg): 25/09/2013 17:00 | 2nd (2nd leg): 30/10/2013 16:00 | Winner: Os Belenenses | ||||
| 1st(1st leg) | SC Beira-Mar | - | FC Arouca | 0:1 | ||
| 2nd (2nd leg) | FC Arouca | - | SC Beira-Mar | 1:2 | ||
| 1st(1st leg): 25/09/2013 19:00 | 2nd (2nd leg): 13/10/2013 16:00 | Winner: SC Beira-Mar | ||||
| 1st(1st leg) | Sporting Covilhã | - | SC Olhanense | 1:0 | ||
| 2nd (2nd leg) | SC Olhanense | - | Sporting Covilhã | 2:2 | ||
| 1st(1st leg): 09/10/2013 15:00 | 2nd (2nd leg): 30/10/2013 15:00 | Winner: Sporting Covilhã | ||||
| 1st(1st leg) | FC Penafiel | - | Académica de Coimbra | 2:1 | ||
| 2nd (2nd leg) | Académica de Coimbra | - | FC Penafiel | 0:0 | ||
| 1st(1st leg): 12/10/2013 16:00 | 2nd (2nd leg): 16/11/2013 17:00 | Winner: FC Penafiel | ||||
| 1st(1st leg) | Portimonense SC | - | Vitória Setúbal | 2:2 | ||
| 2nd (2nd leg) | Vitória Setúbal | - | Portimonense SC | 1:0 | ||
| 1st(1st leg): 12/10/2013 17:00 | 2nd (2nd leg): 30/10/2013 18:00 | Winner: Vitória Setúbal | ||||
| 1st(1st leg) | Leixões SC | - | Vitória Guimarães | 2:1 | ||
| 2nd (2nd leg) | Vitória Guimarães | - | Leixões SC | 1:2 | ||
| 1st(1st leg): 13/10/2013 15:00 | 2nd (2nd leg): 17/11/2013 16:00 | Winner: Leixões SC | ||||
