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GMT 01:00
| 14.05.2000 | |||
| 20:00 | Boavista FC | 2-2 | SC Braga |
| 20:00 | CD Santa Clara | 3-2 | Vitória Guimarães |
| 20:00 | Estrela Amadora | 3-0 | SC Campomaiorense |
| 20:00 | Gil Vicente | 2-1 | FC Porto |
| 20:00 | Rio Ave | 2-0 | FC Alverca |
| 07.05.2000 | |||
| 20:00 | FC Alverca | 1-0 | Boavista FC |
| 20:00 | FC Porto | 2-1 | Estrela Amadora |
| 20:00 | Marítimo | 5-2 | Rio Ave |
| 06.05.2000 | |||
| 20:00 | Belenenses | 0-1 | Vitória Setúbal |
| 30.04.2000 | |||
| 20:00 | CD Santa Clara | 1-0 | Belenenses |
| 20:00 | Gil Vicente | 2-2 | FC Alverca |
| 20:00 | Marítimo | 0-2 | Sporting Lisboa |
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