This is the first time the team has been eliminated in the group stages of the competition since 2013-14.

Massimiliano Allegri’s side needed all three points to be in with a shot of progressing to the knockout stages from Group H, but the team was ultimately unable to come back from their dispirited first-half efforts.

Benfica played vigorously in the match’s early stages, taking the lead thanks to Antonio Silva in the 17th minute. However Juventus equalised, quickly after a thorough VAR check after Moise Kean headed home in close proximity.

The Portuguese team re-established their lead, with Joao Mario smashing a penalty beyond Juventus goalkeeper Wojciech Szczesny, then extending their takeover later in the half via a deft backheel finish from Rafa Silva.

In the commencement of the second half, a stunning through ball from Grimaldo was skilfully finished off by Silva, who scored his second of the night inciting rapturous applause in the Estadio da Luz.

Staring down the barrel of group-stage elimination, Juventus attempted to redeem themselves, scoring two goals later in the game thanks to Weston McKennie and Arkadiusz Milik.

However their attempts were in vain and Allegri’s side are now at the bottom of their Champions League group with only one game to go.

This has been a bleak Champions League campaign for Allegri’s men. Juventus were defeated in four group-stage matches — a first in the club’s history.

The team are on three points after five matches, eight points behind Benfica, who, placed second, have now secured their qualification to the last 16 with tonight’s win.