FC Porto in the 2008–09 season, Porto was on course to emulate the "Penta" of the late 1990s, but the series was broken by Benfica in the following season. Although Ferreira won his first Supertaça and defended the Taça de Portugal title, the team's failure to claim a fifth consecutive league – finishing third, outside the Champions League-qualifying places – and a 3–0 defeat against Benfica in the final of the Taça da Liga contributed to his resignation at the end of the season. A home win against Benfica prevented the rivals from celebrating the league title at the Estádio do Dragão.
2005–06 S.L. Benfica season for Benfica in the 20th minute, but Tiago Targino equalized a few minutes later. Simão put Benfica back in front with a deflected shot that beat Márcio Paiva, ensuring a third consecutive win that reduced the distance to the league leader to four points. After another interruption for international football, Benfica returned to competition with a Clássico against Porto. Despite Porto being the favourite to win, Benfica won 2–0 with two goals from Nuno Gomes. It was Benfica's first away win at Porto since 1990–91, when César Brito also scored a double. On the following Thursday, Benfica visited El Madrigal