MILAN: Feyenoord knocked AC Milan out of the Champions League as they recovered to draw 1-1 with a goal by Julian Carranza for a 2-1 aggregate playoff win to earn a place in the Champions League last 16, with the hosts having Theo Hernandez sent off.

Milan took less than a minute to level the tie on aggregate when Santiago Gimenez scored against his former club but the red card for Hernandez changed the game and Carranza netted a superb header in the 73rd to take the Dutch side through.

Feyenoord will meet either Inter Milan or Arsenal in the last 16, with their opponents to be decided in Friday’s draw.

Milan went on the attack from the start. Gimenez won a corner in the opening seconds, gesturing to the home fans behind the goal to make more noise, and shortly afterwards the Mexican gave them plenty of reason to do just that.

From a short corner move, Christian Pulisic floated a pass towards the far post where Malick Thiaw placed a header back across goal and Gimenez nodded the ball over the line.

Gimenez, who only joined Milan from Feyenoord two weeks ago, looked almost apologetic but the San Siro crowd more than made up for his lack of celebration.

Milan looked the more likely to take the overall lead before the break, with Gimenez playing in Joao Felix who put his effort over the bar.

Feyenoord goalkeeper Timon Wellenreuther parried away another Felix shot and Hernandez could only hit the rebound into the side netting, while the visitors failed to get a shot on target in the opening half.

Kyle Walker tried his luck from just inside the area after the break but Wellenreuther got down to save as Milan continued to press for a second goal.

Feyenoord’s chances received a massive boost six minutes into the second half, however, when Hernandez picked up a second booking for simulation, but the visitors continued to struggle to create any real opportunities.

Antoni Milambo sent a shot and then a header over the bar, but Feyenoord finally found the net with their first effort on target.

Hugo Bueno floated a delightful ball to the far post from outside the area and substitute Carranza rose unchallenged to power his header over keeper Mike Maignan.

Brugge shock Atalanta

Brugge teenager Chemsdine Talbi’s double helped his side to get a three-goal lead at Atalanta before they held off a second-half onslaught for a 3-1 victory to reach the last 16 by 5-2 on aggregate.

Ferran Jutgla netted the visitors’ other goal as Brugge stunned the Italian side by taking a 3-0 halftime lead, but they had to fight a desperate rearguard action in the second period as the hosts tried to conjure up an unlikely comeback.

Ademola Lookman pulled back one goal for Atalanta but then had a penalty saved by veteran goalkeeper Simon Mignolet, who made several other important stops to stymie home hopes and see the Belgian side advance to the next round.

They will face either Lille or Aston Villa, with their opponents to be decided in Friday’s draw.

Brugge took a slender 2-1 lead from last week’s first leg to the Stadio di Bergamo but extended it within three minutes through Talbi.

Jutgla hooked the ball across goal to the 19-year-old, whose quick feet worked a shooting chance and he fired low into the bottom corner of the net from 15 metres. The visitors doubled their advantage midway through the first half when Atalanta goalkeeper Marco Carnesecchi could only parry Christos Tzolis’s shot and Talbi fired in the rebound for his second goal.

Three minutes into stoppage time at the end of the first period, Brugge had a third goal from Jutgla’s rasping low shot after catching Atalanta on the counter-attack.

Atalanta brought on Lookman, recently returned from injury, at the start of the second half in the hope that last season’s Europa League final hero could spark a comeback.

The London-born Nigeria international took all of 35 seconds to pull back a goal, stretching his leg to steer home Zappacosta’s cross and revive the home crowd. But he squandered the opportunity to get his name on the scoresheet again when his penalty on the hour was saved by the 36-year-old Mignolet.

A lengthy VAR check saw Atalanta awarded the spot kick after Tzolis was adjudged to have tugged back Juan Cuadrado after a free kick.

Mignolet’s stop proved decisive as it drained some of the atmosphere and although Atalanta kept up their relentless attacks, they became increasing desperate in the closing stages and were competently dealt with by the Belgians.

Benfica progress

Benfica held determined Monaco to a 3-3 draw in a thrilling second leg of their playoff for a 4-3 aggregate win that earned the hosts a place in the competition’s last 16.

Benfica, who had a one-goal advantage from the first leg, opened the scoring in the 22nd minute with winger Kerem Akturkoglu’s close-range strike after a fine pass from Vangelis Pavlidis.

But Monaco had the hosts on the ropes for much of the match and midfielder Takumi Minamino equalised with a simple finish 10 minutes later before Eliesse Ben Seghir put them in front after the break with a stunning first-time shot inside the right post.

Benfica were then awarded a penalty and Pavlidis coolly converted from the spot to make it 2-2 before Monaco substitute George Ilenikhena and Benfica’s Orkun Kokcu added a goal each late on.

Benfica will be up against either Liverpool or Barcelona in the last 16, depending on Friday’s draw.

The Portuguese side, who had already beaten Monaco twice this season with a 3-2 away win also in the tournament’s league phase, have never lost at home to a French club.

Monaco gave their travelling fans reasons to believe in a turnaround but an early golden chance by Krepin Diatta to level the tie on aggregate was denied by Benfica keeper Anatoliy Trubin.

The hosts grew into the game and Akturkoglu opened the scoring after Pavlidis recovered the ball just outside the box before squaring it across the face of the goal to the Turkey forward, who scored into an empty net.

Monaco were rewarded for their strong start and seconds after Breel Embolo hit the post, Minamino equalised in the 32nd minute.

Embolo then misfired an excellent chance in first-half stoppage time as Monaca were on the front foot before and after the restart.

Trubin kept out a powerful attempt by Eliesse Ben Seghir two minutes into the second half. But there was little the Ukrainian goalkeeper could do when the 20-year-old eventually gave Monaco the lead in the 51st minute.

Maghnes Akliouche drove the ball into the box before squaring it to Ben Seghir, who curled it home beautifully.

Benfica were awarded a penalty after Monaco’s Thilo Kehrer brought down Fredrik Aursnes which Pavlidis made no mistake firing home.

Pavlidis, who joined the Portuguese side in July from AZ Alkmaar, has seven goals in the competition this season.

Ilenikhena raised the visitors’ hopes when he restored the lead for Monaco in the 81st minute, aiming low into the middle of the goal in a solo effort seconds after entering the pitch. But Kokcu levelled for Benfica three minutes later from a perfect cross by Alvaro Carreras.

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