![Tottenham Hotspur's Peter Crouch (L) celebrates after scoring against AC Milan during their Champions League soccer match at the San Siro stadium in Milan February 15, 2011. REUTERS/Alessandro Bianchi (ITALY - Tags: Tottenham Hotspur's Peter Crouch (L) celebrates after scoring against AC Milan during their Champions League soccer match at the San Siro stadium in Milan February 15, 2011. REUTERS/Alessandro Bianchi (ITALY - Tags:](https://c8.alamy.com/comp/2CXA285/tottenham-hotspurs-peter-crouch-l-celebrates-after-scoring-against-ac-milan-during-their-champions-league-soccer-match-at-the-san-siro-stadium-in-milan-february-15-2011-reutersalessandro-bianchi-italy-tags-sport-soccer-2CXA285.jpg)
Tottenham Hotspur's Peter Crouch (L) celebrates after scoring against AC Milan during their Champions League soccer match at the San Siro stadium in Milan February 15, 2011. REUTERS/Alessandro Bianchi (ITALY - Tags:
![Tottenham Hotspur: Harry Redknapp's Midfield Conundrum | News, Scores, Highlights, Stats, and Rumors | Bleacher Report Tottenham Hotspur: Harry Redknapp's Midfield Conundrum | News, Scores, Highlights, Stats, and Rumors | Bleacher Report](https://cdn.bleacherreport.net/images_root/slides/photos/000/775/721/109901400_original.jpg?1299771436)
Tottenham Hotspur: Harry Redknapp's Midfield Conundrum | News, Scores, Highlights, Stats, and Rumors | Bleacher Report
![Tottenham's last AC Milan trip saw a headbutt, a Flamini horror tackle and a crying pundit | Football | Sport | Express.co.uk Tottenham's last AC Milan trip saw a headbutt, a Flamini horror tackle and a crying pundit | Football | Sport | Express.co.uk](https://cdn.images.express.co.uk/img/dynamic/67/590x/Tottenham-AC-Milan-Champions-League-2011-1734280.jpg?r=1676321299299)
Tottenham's last AC Milan trip saw a headbutt, a Flamini horror tackle and a crying pundit | Football | Sport | Express.co.uk
![AC Milan v Tottenham: Champions League clash between Gattuso and Jordan at San Siro remembered - BBC Sport AC Milan v Tottenham: Champions League clash between Gattuso and Jordan at San Siro remembered - BBC Sport](https://ichef.bbci.co.uk/onesport/cps/624/cpsprodpb/12443/production/_128591847_gettyimages-109138931.jpg)
AC Milan v Tottenham: Champions League clash between Gattuso and Jordan at San Siro remembered - BBC Sport
![Tottenham vs AC Milan LIVE! Champions League: Team news and live updates from last 16 second leg | Football News | Sky Sports Tottenham vs AC Milan LIVE! Champions League: Team news and live updates from last 16 second leg | Football News | Sky Sports](https://e0.365dm.com/23/03/2048x1152/skysports-harry-kane-rade-krunic_6082463.jpg)
Tottenham vs AC Milan LIVE! Champions League: Team news and live updates from last 16 second leg | Football News | Sky Sports
![Football - AC Milan v Tottenham Hotspur UEFA Champions League Second Round First Leg - San Siro Stadium, Milan, Italy - 10/11 - 15/2/11 Tottenham's Peter Crouch and AC Milan's Alessandro Nesta ( Football - AC Milan v Tottenham Hotspur UEFA Champions League Second Round First Leg - San Siro Stadium, Milan, Italy - 10/11 - 15/2/11 Tottenham's Peter Crouch and AC Milan's Alessandro Nesta (](https://c8.alamy.com/comp/2EC103A/football-ac-milan-v-tottenham-hotspur-uefa-champions-league-second-round-first-leg-san-siro-stadium-milan-italy-1011-15211-tottenhams-peter-crouch-and-ac-milans-alessandro-nesta-l-mandatory-credit-action-images-andrew-couldridge-livepic-2EC103A.jpg)
Football - AC Milan v Tottenham Hotspur UEFA Champions League Second Round First Leg - San Siro Stadium, Milan, Italy - 10/11 - 15/2/11 Tottenham's Peter Crouch and AC Milan's Alessandro Nesta (
![Tottenham 0-0 AC Milan (agg 0-1): Antonio Conte's side dumped out of Champions League as 15-year trophy drought continues | Football News | Sky Sports Tottenham 0-0 AC Milan (agg 0-1): Antonio Conte's side dumped out of Champions League as 15-year trophy drought continues | Football News | Sky Sports](https://e0.365dm.com/23/03/2048x1152/skysports-cristian-romero-rafael-leao_6082459.jpg)
Tottenham 0-0 AC Milan (agg 0-1): Antonio Conte's side dumped out of Champions League as 15-year trophy drought continues | Football News | Sky Sports
![Tottenham vs AC Milan score, result, highlights as Spurs slump out of Champions League | Sporting News Tottenham vs AC Milan score, result, highlights as Spurs slump out of Champions League | Sporting News](https://library.sportingnews.com/2023-03/nba-plain--1a624b11-3dc7-4d7f-95e9-2c918030020d.jpeg)
Tottenham vs AC Milan score, result, highlights as Spurs slump out of Champions League | Sporting News
Tottenham Hotspur on Twitter: "🗓️ #OnThisDay in 2011, we sealed a 1-0 victory over AC Milan at the San Siro! #COYS https://t.co/dbov4reCoe" / Twitter
![2010-2011 UEFA Champions League" Round of 16: Tottenham Hotspur vs AC Milan (TV Episode 2011) - IMDb 2010-2011 UEFA Champions League" Round of 16: Tottenham Hotspur vs AC Milan (TV Episode 2011) - IMDb](https://m.media-amazon.com/images/M/MV5BN2M0MDY2ZTMtN2YwMC00ODAwLWE5YmQtOTk2NGRmOTU4ODcxXkEyXkFqcGdeQXVyNDg4MjkzNDk@._V1_.jpg)