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
2006–07 S.L. Benfica season from three losses and a draw before December. In Europe, the situation was similar; Benfica never recovered a five-point deficit to Celtic by day three, ending with seven points and demotion to the UEFA Cup. From December until April, Benfica regained lost ground in the Primeira Liga, climbing to second place—a point away from Porto, which was also advancing until the quarter-finals of UEFA Cup In April, Benfica had the opportunity to reach the league's top place if they won the Clássico with Porto; however, they only managed a 1–1 draw. It was the first of five winless games that