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
1992–93 S.L. Benfica season in a replay match in Lisbon, which Benfica won 2–0 with goals from Isaías and Sergei Yuran. Over the following months, Benfica had their best period of the season. Nonetheless, March was a difficult month as the team marginally defeated Sporting CP at home after dropping points in the title race against Farense, and were knocked out of the UEFA Cup by Roberto Baggio's and Gianluca Vialli's Juventus. In early April, Benfica closed the gap to leaders Porto to one point, after a hard-fought away win against Boavista. Ahead of the "Clássico" on 17 April, Porto and Benfica were tied