25/04 - 20:00
| 3 | 2009/03/21 | Sporting |  | 1-1 (2-3 pens) |  | Benfica |
| G | GS | GC | Pts | |||
|---|---|---|---|---|---|---|
| 1 |  | FC Porto | 3 | 4 | 3 | 6 |
| 2 |  | Nacional | 3 | 3 | 3 | 4 |
| 3 |  | Académica OAF | 3 | 3 | 3 | 4 |
| 4 |  | Vitória FC | 3 | 3 | 4 | 3 |
| G | GS | GC | Pts | |||
|---|---|---|---|---|---|---|
| 1 | | Sporting | 3 | 9 | 1 | 9 |
| 2 |  | Rio Ave | 3 | 3 | 4 | 3 |
| 3 |  | Paços de Ferreira | 3 | 4 | 8 | 3 |
| 4 |  | Marítimo | 3 | 3 | 6 | 3 |
| G | GS | GC | Pts | |||
|---|---|---|---|---|---|---|
| 1 | | Benfica | 3 | 7 | 1 | 9 |
| 2 |  | Vitória SC | 3 | 3 | 2 | 4 |
| 3 |  | Belenenses | 3 | 2 | 1 | 4 |
| 4 |  | Olhanense | 3 | 1 | 9 | 0 |
 | Qualification |
|
| G | GS | GC | Pts | |||
|---|---|---|---|---|---|---|
| 1 | | Belenenses | 2 | 1 | 0 | 4 |
| 2 |  | Gil Vicente | 2 | 2 | 2 | 3 |
| 3 |  | SC Covilhã | 2 | 1 | 2 | 1 |
| G | GS | GC | Pts | |||
|---|---|---|---|---|---|---|
| 1 | | Paços de Ferreira | 2 | 4 | 1 | 6 |
| 2 |  | Est. Amadora | 2 | 5 | 3 | 3 |
| 3 |  | FC Vizela | 2 | 1 | 6 | 0 |
| G | GS | GC | Pts | |||
|---|---|---|---|---|---|---|
| 1 | | Olhanense | 2 | 3 | 2 | 3 |
| 2 |  | Estoril Praia | 2 | 4 | 4 | 3 |
| 3 |  | Naval | 2 | 3 | 4 | 3 |
| G | GS | GC | Pts | |||
|---|---|---|---|---|---|---|
| 1 | | Académica OAF | 2 | 3 | 1 | 4 |
| 2 |  | Gondomar SC | 2 | 1 | 2 | 3 |
| 3 |  | Freamunde | 2 | 1 | 2 | 1 |
| Qualification |
| 1st Leg | 2nd Leg | |||||||
|---|---|---|---|---|---|---|---|---|
| (0-0) |  | WO | WO | ||||
 | (1-4) | | 0-2 | 1-2 | ||||
 | (1-2) | | 0-1 | 1-1 | ||||
 | (1-2) | | 1-2 | 0-0 | ||||
| (3-3) |  | 3-1 | 0-2 (5 pens-4) | ||||
 | (0-1) |  | 0-0 | 0-1 | ||||
 | (1-2) | | 0-0 | 1-2 | ||||
| (3-3) |  | 3-1 | 0-2 (4 pens-2) |
| 2 |
|
Leandro Romagnoli Sporting | 3 G |
| 2 |
|
Ronaldo Rio Ave | 3 G |
| 2 |
|
Leandro Estoril Praia | 3 G |
| 2 |
|
Djalmir Olhanense | 3 G |
