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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 17:44 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.

FULL TIME! Milan 1-0 Tottenham

Tottenham will have to do things the hard way if they want to progress in the Champions League after they lost 1-0 at AC Milan in the first leg of their last-16 tie.

It was an insipid display at San Siro by Antonio Conte’s side and they were unable to recover from Brahim Diaz’s early opener.

They could have been returning to London with a heavier deficit, with Ivan Perisic having to clear off the line and then Malick Thiaw sending a free header wide as the hosts finished strongly.

Conte’s men, who have been chronically inconsistent this season against a backdrop of injuries to key players, will have to be much better in the return leg in three weeks if they are to have any hope of overturning Milan’s lead.

They have history of Champions League comebacks, with their run to the 2019 final littered with late twists, though this current crop seem a million miles away from that side under Mauricio Pochettino.

Milan, who were winless in seven games prior to Friday’s victory over Torino, are likewise a far cry from the outfit that eased to the Serie A title last season but Spurs barely threatened their goal despite plenty of possession and territorial advantage.

Match report by Jonathan Veal

Tottenham survive late Milan chances as Brahim Diaz settles last-16 first leg

AC Milan 1-0 Tottenham: Spurs are still in this tie but were thankful that Charles De Ketelaere and Malick Thiaw missed free headers late on at the San Siro

Jamie Braidwood14 February 2023 22:25

FULL TIME! Milan 1-0 Tottenham

Tottenham midfielder Oliver Skipp on starting in the San Siro and tonight’s defeat to AC Milan: “I enjoyed every minute of it, not the result we wanted but there is a second leg to come and we are right in the game so we will take the positives. Nice to make my debut, from the start anyway, playing in the Champions League is what you dream of as a kid.

“It wasn’t the best start. I think after 10 minutes, it was a goal we didn’t need to concede. Neither side created too many chances I feel, but there’s a second leg and something to come back from.”

(Getty Images)
Jamie Braidwood14 February 2023 22:44

FULL TIME! PSG 0-1 Bayern Munich

Despite Kingsley Coman winning yet another big Champions League game for Bayern Munich against Paris Saint-Germain, this wasn’t really history repeating itself but the latest round of farce.

A 1-0 win for the German champions in this last-16 first leg certainly didn’t feel like the grand football match it had been billed as. It was instead an actual team gradually realising they had more to them than a sportswashing project that looked more like a circus act. PSG certainly look very far off the team that lost a Champions League final to Coman and Bayern in 2020. It meant many of their stars had to go right up to their ultras section at the end of the game, as if in apology.

It was, bar a late flurry inspired by Kylian Mbappe’s introduction, a sorry performance.

Report by Miguel Delaney at tonight’s other Champions League tie

Sportswashing billions can’t stop circus act PSG slipping into farce

PSG 0-1 Bayern Munich: Kingsley Coman scored the only goal but PSG’s performance was farcical

Jamie Braidwood14 February 2023 22:31

FULL TIME! Milan 1-0 Tottenham

Jenas also isn’t happy with Eric Dier’s defending for Diaz’s goal. “He’s not aggressive enough, he does nothing,” he says. “If they defend like that in the second leg they have no chance.”

Jamie Braidwood14 February 2023 22:14

FULL TIME! Milan 1-0 Tottenham

Some reaction from the BT Sport pundits.

“When you’re at home in the Champions league, if the Spurs fans get behind them they’ll have a good chance,” says Rio Ferdinand. “Home advantage is massive in the Champions League and you would like to think Harry Kane gets more chances.”

Jermaine Jenas points out that Spurs will at least know what their task is, which he says should see Conte’s side come out of the traps in the return leg. Peter Crouch adds that Tottenham settled for 1-0 late on, as they knew it wasn’t a bad result.

(Getty Images)
Jamie Braidwood14 February 2023 22:11

FULL TIME! PSG 0-1 Bayern

Kingsley Coman’s goal is enough for Bayern, who end PSG’s unbeaten home run with a 1-0 win at the Parc des Princes.

Kylian Mbappe came off the bench and saw a goal disallowed, but it’s PSG who have work to do ahead of the second leg.

Jamie Braidwood14 February 2023 22:04

FULL TIME! Milan 1-0 Tottenham

Well, it could have been worse for Tottenham. Brahim Diaz’s early goal is the difference at the San Siro and Milan will take a 1-0 lead to London for the second leg.

The Italian side had two big chances late on but De Ketelaere and Thiaw missed free headers, and it means Spurs are still in this last-16 tie.

Milan weren’t great, so Spurs will be hopeful they can turn it around at home.

Jamie Braidwood14 February 2023 21:59

Milan 1-0 Tottenham

90+6 mins: Last chance for Spurs... but Emerson’s pass to Kane rolls out for a goal kick. That sums their display up.

Jamie Braidwood14 February 2023 21:59

Milan 1-0 Tottenham

90+4 mins: Opening for Kane! It breaks to the striker on the left edge of the box, but he can’t beat Kjaer, who has been touch-tight to the Spurs captain all match.

Jamie Braidwood14 February 2023 21:57

Milan 1-0 Tottenham

90+3 mins: Richarlison works a yard of space on the edge of the box, but he doesn’t take the shot on. Sarr’s cross towards Kane is then cleared.

Jamie Braidwood14 February 2023 21:56

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