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The last competitive meetings occurred during the 2022-23 UEFA Champions League Round of 16: Tottenham 0 - 0 AC Milan (Second Leg). February 14, 2023: AC Milan 1 - 0 Tottenham (First Leg). Aggregate Result: AC Milan advanced 1–0. 2025-26 Season Comparison
Historically, these two European giants are closely matched: 2 AC Milan Wins: 1 Draws: 3
For the matchup, the most helpful feature is their head-to-head record and recent seasonal comparison for the ongoing 2025-26 season. While they haven't faced each other in the current campaign, AC Milan currently holds the statistical advantage in domestic performance. Recent Match History
Based on current data from One-Versus-One and FBref , here is how the teams stack up this season: Tottenham Hotspur Goals Scored Goals Conceded Clean Sheets Higher (avg 0.79 conceded/game) Current Standing 18th (Premier League) Top-tier (Serie A) Current Manager Roberto De Zerbi N/A Head-to-Head All-Time (Competitive)
AC Milan has significantly improved its defense this season, conceding nearly half as many goals as Tottenham.
Tottenham Hotspur Legends faced AC Milan Legends on March 23, 2025.
Tottenham v AC Milan results, H2H stats | Football - Flashscore