1985–86 S.L. Benfica season lapped the first round of the league in first place, after recovering five points since September. After an event-less January, in which Benfica retained their one-point lead over Sporting; in February, Benfica faced Porto again, this time for the round of 16 of the Taça de Portugal, winning 2–1. Meanwhile, in the Primeira Divisão, they added another point in their lead over their closest competitors. In March, Benfica was eliminated of the Cup Winners' Cup by Dukla Prague, while in the Portuguese Cup, they thrashed Sporting by 5–0 in the quarter-finals. They finished the month with a replay of the
2002–03 S.L. Benfica season Setúbal on 5 October, dropping two points in a 1–1 draw, due to a "childish error, or better yet, a lack of sharpness of the back-four", in the words of Ricardo Tavares from "Record". On 20 October, Benfica met Porto in Estádio das Antas for the "Clássico". It was an intense match, with 3 ejections and 73 fouls. Porto won 2–1 because to António Tadeira, they "reacted better to playing outnumbered, while Benfica lost their focus when Paulo Costa sent off Éder and then Miguel". Six days later, for the final game of the month, Benfica played Académica at home.