Tottenham's Harry Kane watches a header fly wide against AC Milan
Tottenham are out of all the cup competitions they entered this season

Tottenham Hotspur’s Champions League campaign ended in bitterly disappointing fashion as they failed to overturn a first-leg deficit in the last 16 against AC Milan.

Spurs paid the price for another passive start that allowed Milan to settle into their task – the misery complete when defender Cristian Romero was sent off late on after receiving a second yellow card for a wild late challenge on Theo Hernandez.

Pierre-Emile Hojbjerg tested AC Milan keeper Mike Maignan with a powerful second-half shot and Harry Kane headed wide, but Spurs failed to mount any sustained pressure on the Italian defence.

A late Kane header was brilliantly kept out by Maignan before Divock Origi struck the post for the visitors as Spurs went out tamely, their season now resting on the battle for a top-four place in the Premier League.

Spurs simply not good enough

Spurs fans reacted angrily as their Champions League campaign came to a conclusion and their discontent was understandable after such a dismal performance.

The lack of urgency that has marked so much of their season has never been more stark than in the first 45 minutes when Spurs played as if they were barely aware they needed to score to keep their ambitions alive.

Manager Antonio Conte returned to the technical area after recuperating from gallbladder surgery but this did not spare him the wrath of the Spurs support mystified by such a conservative approach.

Kane almost rescued Spurs and sent the game into extra time with that late header, but for most of the night he was starved of meaningful service in a side largely devoid of creativity.

What this means for Conte’s long-term future remains to be seen, with growing uncertainty surrounding his position and his contract up at the end of the season.

Spurs now have only that top-four place to fight for, and on this form you would not back them to achieve it. They have scrambled through much of this season despite indifferent form but there was to be no reprieve here – and they did not deserve one.

Tomori top class for Milan

Fikayo Tomori has slipped out of the England reckoning, but his calm and measured performance was a timely reminder of the qualities he can offer should manager Gareth Southgate require them.

The 25-year-old has matured playing in Serie A and was a rock in the Milan defence here, strong in the air, showing impeccable timing with his tackles and calm on the ground.

Spurs hardly subjected Milan to intense scrutiny, but when needed Tomori was excellent and a key figure as they reached the quarter-finals.

Milan were also well-served by keeper Maignan, faultless throughout and producing a moment of brilliance to keep out Kane in the closing seconds.

Spurs can have no complaints over the two legs, with Milan probably surprised at the absence of intensity in front of a home crowd just waiting for the opportunity to roar their side on.

Player of the match

BennacerIsmaël Bennacer

AC Milan

  1. Squad number4Player nameBennacer

  2. Squad number9Player nameGiroud

  3. Squad number27Player nameOrigi

  4. Squad number19Player nameHernández

  5. Squad number23Player nameTomori

  6. Squad number17Player nameRafael Leão

  7. Squad number10Player nameDíaz

  8. Squad number8Player nameTonali

  9. Squad number56Player nameSaelemaekers

  10. Squad number16Player nameMaignan

  11. Squad number28Player nameThiaw

  12. Squad number12Player nameRebic

  13. Squad number20Player nameKalulu

  14. Squad number30Player nameJunior Messias

  15. Squad number33Player nameKrunic



Formation 3-4-2-1

  • 20Forster
  • 17RomeroBooked at 78mins
  • 34LengletBooked at 21mins
  • 33Davies
  • 12Emerson RoyalSubstituted forRicharlisonat 70′minutes
  • 4SkippBooked at 90mins
  • 5Højbjerg
  • 14PerisicSubstituted forPorroat 53′minutes
  • 21KulusevskiSubstituted forD Sánchezat 83′minutes
  • 7Son Heung-min
  • 10Kane


  • 6D Sánchez
  • 9Richarlison
  • 16Danjuma
  • 23Porro
  • 25Tanganga
  • 27Lucas Moura
  • 29Sarr
  • 40Austin
  • 41Whiteman
  • 45Devine

AC Milan

Formation 3-4-2-1

  • 16Maignan
  • 20Kalulu
  • 28ThiawBooked at 90mins
  • 23Tomori
  • 30MessiasSubstituted forSaelemaekersat 56′minutes
  • 33Krunic
  • 8Tonali
  • 19Hernández
  • 10DíazSubstituted forBennacerat 81′minutes
  • 17Rafael LeãoSubstituted forRebicat 89′minutes
  • 9GiroudSubstituted forOrigiat 81′minutes


  • 2Calabria
  • 4Bennacer
  • 5Ballo-Touré
  • 12Rebic
  • 24Kjaer
  • 25Florenzi
  • 27Origi
  • 32Pobega
  • 46Gabbia
  • 56Saelemaekers
  • 83Mirante
  • 90De Ketelaere

Clément Turpin


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