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AC Milan vs Tottenham LIVE: Champions League result and final score as Spurs survive late missed chances

AC Milan 1-0 Tottenham: Brahim Diaz’s early goal was the difference as Charles De Ketelaere and Malick Thiaw missed late chances

Jamie Braidwood
Tuesday 14 February 2023 17:32 EST
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Conte: "It's important to stick together in this difficult period"

AC Milan took a step towards their first Champions League quarter-final appearance for 11 years as Brahim Diaz’s goal gave the Italians a 1-0 win over Tottenham Hotspur in their last-16 first leg at the San Siro.

The Spaniard headed in a rebound in the seventh minute after a superb double save by Tottenham’s second-choice keeper Fraser Forster and the seven-time winners kept the Londoners at bay.

Spurs, weakened by injuries and suspensions, responded positively in the first half to dominate possession but were unable to seriously worry the hosts. Milan should then have increased their advantage after the break with substitutes Charles De Ketelaere and Malick Thiaw both wasting glorious headed chances.

Tottenham sent on Brazil forward Richarlison for the last 20 minutes and, while they were unable to avoid a first-ever defeat by Milan, they will head home still hopeful of turning the tie around and reaching the last eight.

Relive all the action from Milan 1-0 Tottenham, below.

Milan 0-0 Tottenham

5 mins: Kulusevski turns down the chance to swing the ball into the box as Spurs waste a short corner, but it’s been a decent start from the Premier League side.

Jamie Braidwood14 February 2023 20:07

Milan 0-0 Tottenham

3 mins: The free-kick finds Leao on the other side of the box but his header is cleared by Lenglet. Son tries to break but he is taken down.

Tottenham then work it wide to Kulusevski, but Thiaw wins his challenge on the touchline.

Jamie Braidwood14 February 2023 20:05

Milan 0-0 Tottenham

1 min: Tottenham, all in white, are booed every time they touch the ball early on. There are early touches for Skipp and Sarr, but Tottenham give it away and Emerson lunges in to bring down Leao from behind.

Jamie Braidwood14 February 2023 20:03

KICK OFF! Milan 0-0 Tottenham

Underway in Milan!

Jamie Braidwood14 February 2023 20:01

Milan vs Tottenham

What a noise inside the San Siro! Over 80,000 fans have flocked to see Milan’s first Champions League knockout game in 10 years.

The stadium will fall silent for a moment of silence for the victims of the earthquakes in Turkey and Syria.

Jamie Braidwood14 February 2023 20:00

Milan vs Tottenham

Here we go! The players are in the tunnel, almost time for that anthem... The Champions League is back!

‘Non Ti Ho Tradito’ is the banner in the San Siro from the Milan fans.

It’s a Valentines Day theme... “I’m not cheating on you”

Jamie Braidwood14 February 2023 19:57

Milan vs Tottenham

Antonio Conte, speaking to BT Sport:

On Tottenham injuries: “Last week we had important injuries and big losses for us, but this is the reality and we have to face the situation, to show character and the right spirit. In this situation, it’s no use to complain or cry, you have to become stronger and face the situation in the best possible way.”

On Skipp and Sarr starting in midfield: “It’s a big night for both. We are talking about young players but really good prospects. We trust them a lot and they feel our trust. Our expectation is a good performance and to adapt to the emotion.”

On Milan’s formation: “They started to play with a three but it’s the same system as us, 3-4-3. I’m not surprised.”

(Getty Images)

Jamie Braidwood14 February 2023 19:48

Milan vs Tottenham

Tottenham legend Glenn Hoddle says Antonio Conte’s tactics cannot work in the Champions League.

He told The Independent: “I don’t think [Spurs] can go out and control a game, certainly with that system.

“We have to pedal back because he wants to go to a five. It is very hard to get pressure on the ball in midfield then. You can press high up, but if they get through then you’re in trouble.

“They have to play that way, but I’m not sure they can go and play that way against a Real Madrid. If they get past Milan they’d need a good draw again to get to the semis.

Jamie Braidwood14 February 2023 19:41

The last time Milan hosted Tottenham

It’s 12 years to the day since Tottenham last played AC Milan in the San Siro, in what was one of the club’s greatest nights. Peter Crouch’s goal earned a 1-0 win for Tottenham, before they knocked the Italian side out in the next leg to reach the quarter-finals.

The match is perhaps best remembered, though, for Gennaro Gattuso’s headbutt on Joe Jordan after the final whistle.

“Gattuso lost himself,” Jordan told Sky in 2016. “It was a big game, he was captain of his club, we won the game and he had problems with one or two of the players. He had a problem with the referee. He obviously had a problem with himself. He picked on an old man like me.”

(Getty Images)
(Getty Images)
Jamie Braidwood14 February 2023 19:36

Milan vs Tottenham

“The more concerning point is how the financial gap between England and everyone else means it’s still so much for opposition to overcome. Chelsea’s easy group-stage wins over Milan felt so instructive.

“So, while a fixture between Tottenham and the Italian champions feels like it should be huge – and that Milan are of course the bigger club – it takes a different perspective if you stand back. It is one of Europe’s wealthiest clubs against a side in the third financial tier. That usually tends to tell, and is often forgiving for the wealthier side.

The great encouragement for Milan beyond their own return to form this weekend, however, is how Leicester eviscerated Spurs on Saturday. Milan, coincidentally, are one place – and €12m (£10.6m) – ahead of Leicester in the latest Deloitte Football Money League.

“They are seven places and - more importantly – 50 per cent of the revenue behind Spurs. If it feels so dreary to be talking about this, that is the world that Uefa and the Premier League have created.”

The Champions League is back – and the Premier League is primed to dominate

All four Premier League clubs have their own on-pitch challenges right now but their financial might still dwarfs much of the competition at Europe’s top table

Jamie Braidwood14 February 2023 19:28

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