AC Milan suffered the embarrassment of defeat against bottom-placed Benevento at San Siro on Saturday night.
Pietro Iemello got the only goal in the first half, capitalising on slack marking to slot under Gianluigi Donnarumma.
Despite a man advantage for the final 10 minutes, Milan could not get level, and suffered a huge blow in their quest to finish in the Europa League places.
Milan could have taken the lead within five minutes when Fabio Borini’s low cross was parried into the path of Andre Silva, but the Portugal international mishit his rebound attempt.
There was almost a bizarre own goal in favour of Benevento 11 minutes later as Ricardo Rodriguez played a long pass back to Gianluigi Donnarumma that the young goalkeeper did well to stop on the line.
The visitors shocked the San Siro just before the half hour mark as Pietro Iemello was played onside by Leonardo Bonucci; the striker calmly slotting under Donnarumma to make it 0-1.
The Rossoneri should have been level five minutes later as Franck Kessie found Patrick Cutrone with a nice pass, but Cutrone couldn’t fire his effort on goal after bringing it down well.
Giacomo Bonaventura tested Christian Puggioni in the Benevento goal a few minutes before the break, though the goalkeeper was equal to his low drive.
Milan brought on Suso at the break to try and create more in the final third, though it was Kessie with the first chance of the second-half as he thundered an effort against the bar from the edge of the box.
Bonaventura had the next effort; a low curling shot that Puggioni was able to get down to and save comfortably at the second attempt.
Benevento provided a reminder of their threat in the 66th minute when Nicolas Viola launched a shot just wide of the left post from 25 yards.
The visitors should have been made to pay when they lost the ball deep in their own half, but Bonaventura once again fired too close to the keeper with his shot from 18 yards.
Cutrone should have equalised moments later when Suso’s cross found him unmarked at the far post, though Puggioni did well to save, and Bonaventura’s follow-up effort was blocked.
The away side were reduced to 10 men when Cheick Diabate was shown a second yellow card for an arm in Bonucci’s face, which on replay looked harsh.
Despite the man advantage, the Rossoneri couldn’t fashion another decent opportunity, and the referee’s whistle blew to bring an end to a truly embarrassing 90 minutes.