AC Milan has expressed admiration for Rodrigo Bentancur and is contemplating a move for him this summer. Bentancur's existing contract with Tottenham is set to expire in 2026, and in the absence of a new deal, Milan might attempt to acquire him, aware that Spurs would not want to let him leave for free. Nonetheless, Milan's financial situation is constrained, and they might not qualify for European football next season. According to sources from TEAMtalk, Tottenham plans to initiate formal discussions with Bentancur to extend his contract, aiming to thwart interest from AC Milan and Atletico Madrid. Although there have been positive preliminary talks between Tottenham and Bentancur's representatives, Milan remains interested. However, their current ninth-place standing in Serie A poses additional challenges in securing European football, which could influence Bentancur's decision.