Serie A giants AC Milan have singled out a Tottenham player as a key target for this summer, receiving positive indications about his willingness to join Massimiliano Allegri at the San Siro. Spurs manager Thomas Frank is already bracing for the potential departure of several prominent players ahead of the transfer deadline on September 1.
Recent reports suggest that Atlético Madrid is not backing off its interest in Cristian Romero. Spanish publication AS noted earlier this week that the La Liga club is engaged in ongoing discussions to acquire the Argentine defender. Daniel Levy poses a considerable obstacle in Diego Simeone’s efforts to secure Romero, but Atlético is highly motivated to sign the 27-year-old, making this a situation to monitor closely as the summer progresses.

In addition, Son Heung-min might also be nearing the conclusion of his ten-year tenure at Spurs.
Son Heung-min | 7.00 |
James Maddison | 6.98 |
Pedro Porro | 6.95 |
Dominic Solanke | 6.84 |
Dejan Kulusevski | 6.83 |
via WhoScored |
Son has recently garnered interest from Saudi Arabia and Los Angeles FC, with Levy allegedly setting a £50 million valuation on the South Korean forward. An irresistible offer would undoubtedly prompt discussions among the Spurs management, especially since Son is now in the last year of his contract.
This transfer window represents the last opportunity for Spurs to recoup any investment from Son’s sale, and even with his beloved status among fans, the north London club might have to consider his departure. Additionally, there is uncertainty regarding the future of Tottenham striker Richarlison, as some South American news outlets suggest that Frank’s team is pursuing a sale after an injury-plagued season (Jorge Nicola).

By the start of his first season in the managerial role, Frank’s lineup could witness significant changes, particularly with AC Milan showing serious interest in left-back Destiny Udogie.
AC Milan targets Tottenham defender Destiny Udogie as a prime candidate. According to The Boot Room and journalist Graeme Bailey, the Italian player has risen to the forefront of Rossoneri’s target list, and Milan is “dreaming” of acquiring him as part of a strategic business move.
Tottenham is reluctant to part ways with Udogie due to his importance in the first team, yet the allure of a move back to Italy with Milan is reportedly attractive to the 22-year-old.
Udogie appears open to signing with Milan, with the chance to work with Allegri being especially enticing. However, the seven-time Champions League winners will likely need to pay a considerable fee.

The former Udinese prodigy’s agent, Stefano Antonelli, informed TUTTOmercatoWEB that Spurs could demand a sum exceeding £43 million to even contemplate Udogie’s transfer. He could still play an essential role for Frank; the manager would have to rely on either Djed Spence or Ben Davies to replace Udogie if he departs, unless Spurs secure a new signing, meaning Levy must factor this into amid Milan’s interest.
Udogie also had an outstanding debut season in 2023/2024 under Ange Postecoglou, with pundit Ian Wright praising the player.
“There’s someone who deserves recognition for flying under the radar, Udogie,” remarked the Arsenal legend on his Wrighty’s House podcast in late 2023.

“You watch Spurs and see they’ve assembled a squad that is impressive overall. He has provided them with crucial stability and an impressive flow in ball progression. This guy is going unnoticed. I’m eager to see him perform live; I truly cannot wait. ”