The Italian champions took a one-goal advantage into the second leg at the beginning of March as Stefano Pioli‘s team scored early and kept Spurs at bay for most of the very tedious match at San Siro.
With only seven minutes remaining, Milan seized the lead. Fraser Forster’s chest stopped Theo Hernandez‘s attempt as he outraced Cristian Romero to a high ball and shot. While Forster stopped Brahim Diaz‘s original attempt, the Spaniard’s diving header later helped the ball cross the goal line. Brahim Diaz charged in hard for the rebound.
Eric Dier managed to get a glancing touch on a Son Heung-min in-swinging free-kick from 35 yards deep, but his header went right down Ciprian Tatarusanu‘s throat, giving Tottenham their first half-chance.
Tatarusanu stopped Son from scoring just before halftime, but the offside flag was subsequently raised against the South Korean. Harry Kane‘s rebound struck the crossbar.
Dejan Kulusevski was replaced by Richarlison by Antonio Conte after 70 minutes had passed and they appeared to be lacking a clear path to goal.
As Milan attempted to add a second goal in the closing minutes of the first leg, Malick Thiaw headed barely wide shortly after.
Pape Sarr’s long-range shot deflected off Pierre Kalulu and went just wide, but it was as close as Tottenham got to scoring a leveling goal.
A poor match was called off after six minutes of stoppage time. On March 8, Milan and Tottenham will meet again in north London.
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