TOTTENHAM take on AC Milan at the San Siro looking to return to London with a positive result in the first leg of their Champions League last 16 tie.A.
73 AC Milan 1-0 Tottenham 75 AC Milan 1-0 Tottenham 77 AC Milan 1-0 Tottenham 79 AC Milan 1-0 Tottenham 80 AC Milan 1-0 Tottenham FT: AC Milan 1-0 Tottenham
Two clubs desperate to find their best form meet in Europe's top competition as AC Milan host Tottenham in the first leg of their Champions League Round of ...
Tottenham are missing key midfield pieces, and the AC Milan midfielders are in horrid form. While selecting Kulusevski to score or assist feels more palatable, he's more than twice as likely to assist as he is to score, and the odds double when picking him just to assist a goal. AC Milan's recent downturn can almost directly be linked to a dip in form for their lynchpin midfielder Sandro Tonali. Spurs only saw two of their six Champions League group stage matches go over the 2.5 goal total, but those came against chaotic teams Eintracht Frankfurt and Olympique Marseille. - AC Milan have never beaten Tottenham in their four all-time meetings, all coming in UEFA continental competition. If, however, Tonali has a performance like he did against, say, Sassuolo in late January, where he coughed up the ball repeatedly, Spurs will be a force on the break. Both sides have shipped goals on multiple occasions, then gone out and earned a clean sheet, only to be blasted again, all within the span of a few days or weeks. He has not scored or assisted a goal in his last five matches across all competitions. On both occasions, Tottenham won the first leg by a single goal, and the two sides drew the second leg. AC Milan sat second in the Serie A table at the break in November, while Tottenham stood in fourth in the Premier League. Both sides feature plus odds on the moneyline and are nearly dead even as such. Both teams have seen their domestic chase for a top four spot fall flat in recent weeks, and are in dire need of a boost.
Goalkeeper Hugo Lloris will also miss up to eight weeks with the knee injury he picked up against City, while Ryan Sessegnon will miss six weeks with a ...
The return leg will take place in London on March 8. Pape Matar Sarr and Oliver Skipp will likely patrol the midfield, with Pierre-Emile Hojbjerg also out due to suspension. [Antonio Conte's side slumped to a woeful 4-1 defeat to Leicester last weekend](/sport/football/article-11739521/Leicester-4-1-Tottenham-Foxes-run-riot-against-Spurs-Mendy-Maddison-Iheanacho-target.html) [Spurs will be without the injured Rodrigo Bentancur for the rest of the season](/sport/football/article-11744043/Tottenhams-Rodrigo-Bentancur-rest-SEASON.html)
Analyzing Tuesday's AC Milan vs. Tottenham Hotspur odds and lines, with Champions League expert picks, predictions and best bets.
Please [gamble responsibly](https://sportsbookwire.usatoday.com/bet-and-wager-101-responsible-gaming-and-gambling/). [Tipico Sportsbook](https://media.tipico.com/C.ashx?btag=a_94b_456c_ac-milan-vs-tottenham-hotspur-odds-picks-and-predictions&affid=47&siteid=94&adid=456&c=ac-milan-vs-tottenham-hotspur-odds-picks-and-predictions-pos5), SportsbookWire’s official sportsbook partner in OH, CO and NJ. [Colorado](https://media.tipico.com/C.ashx?btag=a_94b_458c_ac-milan-vs-tottenham-hotspur-odds-picks-and-predictions&affid=47&siteid=94&adid=458&c=ac-milan-vs-tottenham-hotspur-odds-picks-and-predictions-pos-co) and [New Jersey](https://media.tipico.com/C.ashx?btag=a_94b_457c_ac-milan-vs-tottenham-hotspur-odds-picks-and-predictions&affid=47&siteid=94&adid=457&c=ac-milan-vs-tottenham-hotspur-odds-picks-and-predictions-pos-nj), claim your 100% Deposit Match up to $250 now. [Tipico Sportsbook’s](https://media.tipico.com/C.ashx?btag=a_94b_456c_ac-milan-vs-tottenham-hotspur-odds-picks-and-predictions&affid=47&siteid=94&adid=456&c=ac-milan-vs-tottenham-hotspur-odds-picks-and-predictions-pos1) lines around the AC Milan vs. Tottenham +200 (bet $100 to win $200) - Moneyline: AC Milan +150 (bet $100 to win $150) Milan’s main success came defensively, having allowed 7 goals in 6 games. Milan has also played teams closely as of late, having 3 of their last 5 games end within .6 expected goals. Both teams severely limited opponents as each allowed 1.2 or fewer goals per game in the group stage. AC Milan, on the other hand, drew once in the group stage. Tottenham won Group D, ending with 8 goals for and 6 goals against in 6 matches. They have given up just 8 goals in 22 league games.
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A house crowd mixed with Spurs’ large absentees in the course of the park will make Milan favourites however the away aspect’s dogged show in opposition to Man City might present the blueprint for a snatch-and-grab away efficiency. With either side’ inconsistent league kind, it’s robust to know the way this fixture will end up. Yves Bissouma can be injured whereas Pierre-Emile Hojbjerg is unavailable by way of suspension.
Champions League: MIL vs TOT Dream11 prediction AC Milan vs Tottenham predicted line-up. What is AC Milan vs Tottenham injury update as the two sides face ...
Heung Min Son has also been influential except for the last weekend's defeat to Leicester as he notched up an assist and two goals in build up to Champions League tie. AC Milan will be playing without goalkeeper Mike Maignan for the crucial game but star forward Zlatan Ibrahimovic, centre-back Fikayo Tomori and midfielder Ismael Bennacer are available for starting line up selection. Tottenham's midfield is weakened with both Rodrigo Bentacur and Yves Bissouma going under the knife and won't feature for the side in the near future.
Topsy-turvy Tottenham head to AC Milan for the first leg of their UEFA Champions League last 16 clash with nobody really knowing what to expect.
the Algerian had a goal and an assist in the win over Villa and ranks higher than you’d think in City’s all-time ranks. But Man City may not have Erling Haaland as it looks to build off a decisive defeat of Aston Villa. Look for them to be keys to getting through Rodri and Co. And that should be a thank you to them and not a torture.” It was a real derby, difficult opponent to play against but we played a game we wanted to play, not a game Everton wanted to play.” Liverpool moves back into ninth place, ahead of Chelsea by a point with 32 points on the season. Stylistically the entire club was set up to play a high-pressing 4-2-2-2 formation for many years under Ralph Hasenhuttl. It is believed he could be in charge this weekend for their trip to Chelsea on Saturday (watch live, 10am ET on Peacock Premium). The American coach had been in charge at Leeds for just under a year and saved them from relegation on the final day of last season. Pape Matar Sarr could also start with Spurs light on central midfield options. The big injury news ahead of this game was a huge blow for Spurs as Uruguayan midfielder Rodrigo Bentancur has been ruled out for the rest of the season due to a ruptured ACL in his left knee. Add in some key injury issues and Tottenham are up against it heading to play at the reigning Italian champs.
Brandt Sutton has locked in his soccer best bets for Tuesday's match between Tottenham Hotspur and AC Milan.
Milan have conceded 30 times in Serie A; tied for the most of any team ranked in the top-10." The latest AC Milan vs. After a bit of a dry spell following the World Cup, he has scored twice in his last three Italian Serie A starts and should be primed to find the back of the net at home against the Spurs. Goals have been spread out among Tottenham attackers, but Son Heung-min and Richarlison each netted two during group play. Sutton finished 2022 as SportsLine's top soccer expert with a 165-130-2 mark, returning nearly $2,200 for $100 players. Sutton, a former collegiate soccer player, has been SportsLine's top soccer editor for more than five years. - AC Milan vs. A subscription also gives you access to other sports content including the Italian Serie A, Europa League, NWSL, [NFL](/nfl/) on CBS, and countless movies and shows. A draw is priced at +220 and the over/under for total goals is 2.5. Tottenham odds from Caesars Sportsbook list Milan as the +145 favorite (risk $100 to win $145) on the 90-minute money line, with Tottenham listed as the +195 underdog. Heading into this week, AC Milan and Tottenham Hotspur sit in fifth place in their domestic competitions. Both will be looking for more on Tuesday, and you can catch all the action when you [stream the match live on Paramount+, which you can try free for the first week.](https://www.paramountplus.com/?ftag=PPM-22-10ahj5f)
How to watch AC Milan vs Tottenham Champions League game, including kick-off time & team news.
How to watch AC Milan vs Tottenham on TV & live stream online AC Milan vs Tottenham date & kick-off time It was a much-needed win for Stefano Pioli's side ahead of their crucial Champions League knockout tie.
The big day is here: let's take a look at the Champions League Round of 16.
In Italy, AC Milan v Tottenham will be on Sky and Canale 5 (Mediaset) in HD at 21:00 CET. "We're taking on the Champions of Italy and we know how difficult it is to win Serie A," Antonio Conte said ahead of the game. [Twitch channel](https://www.twitch.tv/acmilan) for Live Reaction with Francesco Specchia, Lollo and more. Tottenham go into the game fresh from a big defeat in the Premier League; Spurs took the lead against Leicester City before the Foxes stormed back to a 4-1 win over Conte's men. "We'll need to be at our best in order to win," Stefano Pioli said in his pre-match press conference, "both technically and in terms of fitness. Saelemaekers could be preferred to Calabria and Messias on the right-hand side, while Díaz, Leão and Giroud will likely be confirmed as the attacking trio. There are just a few hours to go until [AC Milan v Tottenham](https://www.acmilan.com/en/news/articles/champions-league/2023-02-13/ac-milan-v-tottenham-keys-to-the-match) so here is our Match Preview: We'll need to be alert and compact. We'll need to play well, trying to dominate the game and trying to cause them problems. AC Milan have just got back to winning ways in the league, which will be sure to have given the Rossoneri a fresh injection of confidence ahead of this big European fixture. Our boys are hoping to make the home factor count so as to be in a more comfortable position heading into the return leg in London, especially now that the away goals rule has been abolished. [Champions League Round of 16](https://www.acmilan.com/en/news/articles/history/2023-02-12/time-machine-ac-milan-and-the-champions-league-round-of-16) game at San Siro for the first time in 3,282 days.
Antonio Conte says some of his Tottenham players "collapse" when they feel under too much pressure.
"Winning the Champions League is a dream but it's useless to think about it now. It will be a big game that we will have to play well." "In Italy you speak about football from Monday and you finish on Sunday. We are working on this, we want to make our players more resilient." "And this stability is lacking this year. Despite a 1-0 win over Manchester City on February 5, Spurs have lost three of their last five Premier League games.
When is AC Milan vs Tottenham? The match will take place on February 14 at 3 pm ET, 8 pm GMT at San Siro Stadium. Who is AC Milan's manager?
The views expressed here are that of the respective authors/ entities and do not represent the views of Economic Times (ET). In the US, AC Milan vs Tottenham can be watched on Paramount+. Even [Zlatan Ibrahimovic](/topic/zlatan-ibrahimovic)will be seen back in form following his injury layoff.
The Champions League knockout stages kick off tonight as Spurs face Milan in the San Siro.
What a night it is too for goalkeeper Fraser Forster, who stands in for the injured Hugo Lloris. For a self-proclaimed winner, it is a return to the place he last won. It is the sort of achievement that burnished Antonio Conte’s image of himself. It is nevertheless a feeling that frames the knockout stages, especially amid the expectation that at least three English clubs will get through from the last 16 for the fourth time in five years. 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. If they get past Milan they’d need a good draw again to get to the semis. 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. 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.” [Harry Kane](/topic/harry-kane) will hope to lead Tottenham towards the quarter-finals, however, as they face a Milan side who have also been struggling for form. [Antonio Conte](/topic/antonio-conte)’s side progressed to the knockout stages after a dramatic victory in Marseille, with [Pierre-Emile Hojbjerg](/topic/pierre-emile-hojbjerg)’s late goal securing top spot with the last kick of the game. [Tottenham ](/topic/tottenham-hotspur)visit [AC Milan](/topic/ac-milan) in the first leg of the [Champions League](/topic/champions-league) last 16 at the San Siro tonight.
Tottenham make their return to Champions League action this week as Antonio Conte's side face a tough test away at Serie A giants AC Milan.
[Watch every match of the UEFA Champions League, UEFA Europa League and UEFA Europa Conference League with all the action streaming ad-free, live and on demand on Stan Sport.](http://bit.ly/3HvNyms) USA: Fans in the USA can watch the Champions League in English (CBS and Paramount+) and Spanish (Univision, TUDN, UniMas, ViX and ViX+). The return of the Champions League creates huge excitement for fans across the world with the majority of major regions broadcasting all of the knockout stages. [Prize money breakdown for the 2022/23 Champions League](https://www.sportingnews.com/us/soccer/news/champions-league-prize-money-2022-2023-ucl-winners-uefa/axbbtipavsvy1howxwj6vanp) Below are the projected starting lineups for both teams based on the latest news leading up to this crucial Champions League match. Tottenham have been knocked out at this stage in three of their last four Champions League appearances, with the exception being their 2-0 final defeat to Liverpool in 2019, whilst AC Milan are through to the knockouts for the first time since 2014.
Form and fitness are both key issues for Tottenham ahead of tonight's Champions League trip to AC Milan.
AC Milan vs Tottenham match odds AC Milan vs Tottenham prediction Ryan Sessegnon also misses out with a hamstring issue.
Tottenham head to Italy tonight off the back of a dreadful 4-1 defeat against Leicester to face AC Milan in the Champions League.UEFA's premier compet.
Stefano Pioli’s side have only won one of their last eight in all competitions, and this is a big opportunity for Spurs to take a healthy lead back to north London for the return leg. UEFA’s premier competition is back for the knockout stages and Spurs play the defending Serie A champions for a place in the quarter-finals. Tottenham head to Italy tonight off the back of a dreadful 4-1 defeat against Leicester to face AC Milan in the Champions League.
Antonio Conte is back at San Siro to take on AC Milan with his Tottenham side in the Champions League.
— Pape Sarr replaces Bentancur in midfield with Cristian Romero also back following a Premier League ban. Secondly, he'd probably like to have a few more central midfielders. Emerson Royal comes in at right wing-back, with Pedro Porro dropping to the bench after his nightmare weekend debut at Leicester. 1hr 15 mins from kickoff: Here's the Tottenham team, which is pretty much as you'd expect with the personnel available. However, he'd unquestionably like to be back at San Siro in better circumstances.
Minute-by-minute report: Will Tottenham take a positive result back to north London as Antonio Conte returns to San Siro? Join Barry Glendenning.
[Tottenham Hotspur](https://www.theguardian.com/football/tottenham-hotspur) in the first leg of what promises to be a fascinating encounter. [Milan](https://www.theguardian.com/football/acmilan) penalty area from the left. It’s the youngster’s 12th appearancoe of the season but his first time in a “Sarr and Skipp are very good players but it is bit of a suicide mission at the best of times. Clement Lenglet eventually puts a stop to the collective Milan gallop with an aggressive but fair tackle. [Milan](https://www.theguardian.com/football/acmilan) scramble clear as Tottenham get forward again and then the visitors win another free-kick in a good position as Harry Kane leans into Simon Kjaer and falls over. 13 min: Tottenham look seriously rattled after that early setback but go close to equalising from a corner. That Diaz goal prompted the San Siro to erupt and the home players are feeding off the emotions of their happy crowd. 32 min: Kulusevski receives the ball out on the right touchline but is once again unable to get the better of Malick Thiaw, who robs him of possession and advances upfield. His hands behind his back to avoid giving away a penalty for handball, Eric Dier knees the ball out for a corner from which nothing comes. 45 min: A low Son shot is saved well by Tatarusanu and Harry Kane hits the cross-bar with his follow-up. 45+1 min: Not known for his lightning pace, Olivier Giroud still manages to get in behind the Spurs defence to latch on to a 60-yard punt downfield.
Topsy-turvy Tottenham head to AC Milan for the first leg of their UEFA Champions League last 16 clash with nobody really knowing what to expect.
The Champions League knockout stages kick off tonight as Spurs face Milan in the San Siro.
73 mins: Milan give the ball away cheaply from defence, and Spurs work it wide to Skipp. 80 mins: That’s really changed the mood for Spurs now - as it feels they are hanging on all of a sudden. Perisic’s corner from the left is met by Dier eight yards out, but the England international heads it into the ground and fails to trouble the goalkeeper. Milan are not great, and they’ll be hopeful of beating the Italian side at home. Follow all the latest build-up and team news ahead of Milan vs Tottenham, below. [Harry Kane](/topic/harry-kane) will hope to lead Tottenham towards the quarter-finals, however, as they face a Milan side who have also been struggling for form.
With Tottenham and AC Milan knocked out in the same stage of Europa League play last year, we should have a good match. For updates on this game and more, check ...
[Paramount+](https://www.paramountplus.com/?cbscidmt=sports&ftag=PPM-03-10aie0i) Last season, Spurs didn't participate in either the Champions League or the Europa League, so they are out to prove themselves. AC Milan did the same and won 4-0 over Salzburg. [CBS Sports Network](https://cbs-sports.app.link/ny3ywBQBBjb)and [Paramount+](https://www.paramountplus.com/?cbscidmt=sports&ftag=PPM-03-10aie0i) The winner will be decided by the aggregate score of two legs. [Paramount+](https://www.paramountplus.com/?cbscidmt=sports&ftag=PPM-03-10aie0i). ET February 14th at Stadio Giuseppe Meazza.
Get a report of the AC Milan vs. Tottenham Hotspur 2022-23 UEFA Champions League, Round of 16 football match.
"I expect another tough match in the return leg. "We could have scored a second goal -- we had some clear chances. [Theo Hernandez](http://www.espn.com/soccer/player/_/id/233621/Theo-Hernández) got the better of [Cristian Romero](http://www.espn.com/soccer/player/_/id/96970/Cristian-Romero) before powering a shot at Forster who saved well. [Pierre-Emile Hojbjerg](http://www.espn.com/soccer/player/_/id/159543/Pierre-Emile-Hojbjerg) and injured [Rodrigo Bentancur](http://www.espn.com/soccer/player/_/id/215772/Rodrigo-Bentancur) in midfield and sidelined goalkeeper [Hugo Lloris](http://www.espn.com/soccer/player/_/id/43372/Hugo-Lloris) they deservedly ended that run with a tenacious display. [Oliver Skipp](http://www.espn.com/soccer/player/_/id/261448/Oliver-Skipp) and Pape Sarr, 20, in central midfield, Tottenham did gain a foothold and Son Heung-min's free kick was met with a glancing header by [Eric Dier](http://www.espn.com/soccer/player/_/id/155532/Eric-Dier) but it went straight at Milan keeper [Ciprian Tatarusanu](http://www.espn.com/soccer/player/_/id/147969/Ciprian-Tatarusanu). [Harry Kane](http://www.espn.com/soccer/player/_/id/142200/Harry-Kane) hitting the rebound against the crossbar, although a goal would have been disallowed anyway for offside. [Olivier Giroud](http://www.espn.com/soccer/player/_/id/88965/Olivier-Giroud) headed the ball back across goal and then Tottenham got another let-off as Thiaw also missed the target with an equally-inviting chance. [Charles De Ketelaere](http://www.espn.com/soccer/player/_/id/296319/Charles-De-Ketelaere) and defender [Malick Thiaw](http://www.espn.com/soccer/player/_/id/303444/Malick-Thiaw) both wasting glorious headed chances. [Brazil](/football/team?id=205) forward [Richarlison](http://www.espn.com/soccer/player/_/id/156799/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. [Fraser Forster](http://www.espn.com/soccer/player/_/id/93193/Fraser-Forster) and the seven-time winners kept the Londoners at bay. [AC Milan](/football/team?id=103) took a step towards their first Champions League quarter-final appearance for 11 years as [Brahim Diaz](http://www.espn.com/soccer/player/_/id/246532/Brahim-Díaz)'s goal gave the Italians a 1-0 win over [Tottenham Hotspur](/football/team?id=367) in their last-16 first leg at the San Siro on Tuesday. [Stream on ESPN+: LaLiga, Bundesliga, more (U.S.)](/espnplus/schedule/_/type/upcoming/categoryId/119cfa41-71d4-39bf-a790-6273a52b0259/channel/ESPN_PLUS)
Match report from the first leg of the Champions League last-16 tie between AC Milan and Tottenham at the San Siro as Spurs suffer a 1-0 loss; Oliver Skipp ...
"To have this kind of performances from Skippy and Sarr makes me more relaxed," added Conte. "In the second game, we have to play at our stadium and our fans will create the atmosphere to help us overcome the Milan obstacle." "We could have scored a second goal - we had some clear chances. "I'm really satisfied for both players," added the Spurs boss. In fact, this was only the 20-year-old's sixth appearance for Spurs in any competition. And second, the performances of Pape Sarr and Oliver Skipp. I’m really happy for them." It is the first game away and the atmosphere was fantastic. Sarr had never previously featured in the competition. Speaking to BT Sport, he added: "For qualification you have to play two games. "In the second game we have to play at our stadium and our fans will create the atmosphere to help us overcome the Milan obstacle." "I know the San Siro and I know the difficulty to play with this atmosphere," said Conte afterwards.
Here are our Tottenham Hotspur player ratings after their 1-0 defeat at AC Milan in the first leg of their Champions League round of 16 tie at the San Siro.
Another one of those games in which he struggled to make any inroads and he loses the ball sloppily at times, one occasion earning him a rollicking from Dier. The 34-year-old showed his fitness to get up and down the pitch just three days after the Leicester game. His Champions League debut and he looked comfortable and composed alongside his only slightly older midfield team-mate. A busy presence down the right and also tucked in to help the young midfield duo in the centre of the pitch at times. Not a good night on his return to the team. Made two saves in the move that led to Diaz's early headed goal, the second a wonderful reaction stop but nobody was covering the Milan attacker.
AC Milan vs Spurs Highlights, MIL vs TOT Highlights, UCL Round Of 16 Highlights, UEFA Champions League Round of 16, Tottenham Hotspur, Brahim Diaz, UCL.
In the space of a few minutes, Olivier Giroud headed the ball back across goal, setting for De Ketelaere to head wide. Harry Kane then shot the rebound against the crossbar after Tatarusanu made a good save from Son, but a goal would have been called back for offside anyhow. Eric Dier attempted a glancing header in response to Son Heung-free min’s kick, but it was blocked by Milan goalkeeper Ciprian Tatarusanu. Prior to their matchup with Antonio Conte’s Spurs team, Milan had a dismal recent record versus Premier League clubs, winning only one of 17 times. After the break, Milan should have expanded their lead but replacement Charles De Ketelaere and defender Malick Thiaw both missed glorious headed opportunities. After Fraser Forster, Tottenham’s backup goalkeeper, made two outstanding saves in the seventh minute to keep the Londoners at bay, Brahim Diaz headed in a rebound to give the seven-time champions the lead.
Brahim Diaz's early goal was enough for AC Milan to claim a 1-0 win over Tottenham in the first leg of their Champions League last-16 match.
Kane gets to the rebound, hits the underside of the bar and the ball bounces away to safety. The first stop from Hernandez, was good, the second from Diaz on the follow-up was truly astonishing. 20 mins from kickoff: As a former Arsenal and Chelsea striker, Olivier Giroud will have few admirers among a Tottenham fanbase who will be wary of the impact the veteran France international might have upon proceedings. 17th minute: Son aims another delivery into the box from a central position. He hits a clearance over the top and his opposite number Ciprian Tatarusanu comes haring out of his area. Harry Kane gets a glancing header on it but the ball sails well wide. Tatarusanu beats it away but Romero was offside and interfering with play in front of the goalkeeper in any case. He looks to have gone over on his ankle and on come the physios. Rafael Leao collects the loose ball on the left and boots his cross over everyone. Fulltime: Milan will take a slender advantage to the Tottenham Hotspur Stadium on March 8 thanks to Brahim Diaz's early goal. It's now back-to-back 1-0 wins for the Rossoneri but, on this evidence, most sides in the Champions League would be happy to draw the winner of this tie in the quarter-finals. France wing-back Hernandez drove into the Tottenham box and fired a shot that was saved by Forster.
Get a report of the AC Milan vs. Tottenham Hotspur 2022-23 UEFA Champions League, Round of 16 football match.
"I expect another tough match in the return leg. "We could have scored a second goal -- we had some clear chances. [Theo Hernandez](http://www.espn.com/soccer/player/_/id/233621/Theo-Hernández) got the better of [Cristian Romero](http://www.espn.com/soccer/player/_/id/96970/Cristian-Romero) before powering a shot at Forster who saved well. [Pierre-Emile Hojbjerg](http://www.espn.com/soccer/player/_/id/159543/Pierre-Emile-Hojbjerg) and injured [Rodrigo Bentancur](http://www.espn.com/soccer/player/_/id/215772/Rodrigo-Bentancur) in midfield and sidelined goalkeeper [Hugo Lloris](http://www.espn.com/soccer/player/_/id/43372/Hugo-Lloris) they deservedly ended that run with a tenacious display. [Oliver Skipp](http://www.espn.com/soccer/player/_/id/261448/Oliver-Skipp) and Pape Sarr, 20, in central midfield, Tottenham did gain a foothold and Son Heung-min's free kick was met with a glancing header by [Eric Dier](http://www.espn.com/soccer/player/_/id/155532/Eric-Dier) but it went straight at Milan keeper [Ciprian Tatarusanu](http://www.espn.com/soccer/player/_/id/147969/Ciprian-Tatarusanu). [Harry Kane](http://www.espn.com/soccer/player/_/id/142200/Harry-Kane) hitting the rebound against the crossbar, although a goal would have been disallowed anyway for offside. [Olivier Giroud](http://www.espn.com/soccer/player/_/id/88965/Olivier-Giroud) headed the ball back across goal and then Tottenham got another let-off as Thiaw also missed the target with an equally-inviting chance. [Charles De Ketelaere](http://www.espn.com/soccer/player/_/id/296319/Charles-De-Ketelaere) and defender [Malick Thiaw](http://www.espn.com/soccer/player/_/id/303444/Malick-Thiaw) both wasting glorious headed chances. [Brazil](/football/team?id=205) forward [Richarlison](http://www.espn.com/soccer/player/_/id/156799/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. [Fraser Forster](http://www.espn.com/soccer/player/_/id/93193/Fraser-Forster) and the seven-time winners kept the Londoners at bay. [AC Milan](/football/team?id=103) took a step towards their first Champions League quarter-final appearance for 11 years as [Brahim Diaz](http://www.espn.com/soccer/player/_/id/246532/Brahim-Díaz)'s goal gave the Italians a 1-0 win over [Tottenham Hotspur](/football/team?id=367) in their last-16 first leg at the San Siro on Tuesday. [Stream on ESPN+: LaLiga, Bundesliga, more (U.S.)](/espnplus/schedule/_/type/upcoming/categoryId/119cfa41-71d4-39bf-a790-6273a52b0259/channel/ESPN_PLUS)
AC Milan's Sandro Tonali (R) vies with Tottenham's Emerson during a UEFA Champions League round of 16 first leg match between AC Milan and Tottenham Hotspur ...
(Photo by Alberto Lingria/Xinhua) AC Milan's Brahim Diaz (R) celebrates his goal during a UEFA Champions League round of 16 first leg match between AC Milan and Tottenham Hotspur in Milan, Italy, Feb. AC Milan's Rafael Leao (C) vies with Tottenham's Dejan Kulusevski (R) during a UEFA Champions League round of 16 first leg match between AC Milan and Tottenham Hotspur in Milan, Italy, Feb.