Tottenham Hotspur Legends faced AC Milan Legends on March 23, 2025.
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 Tottenham - AC Milan
Historically, these two European giants are closely matched: 2 AC Milan Wins: 1 Draws: 3 Tottenham Hotspur Legends faced AC Milan Legends on