Tottenham to approach Rafael Leao, with record-breaking deal on the cards: report

Tottenham target Rafael Leao of AC Milan in action during the Pre-Season Friendly match between Arsenal FC and AC Milan at National Stadium on July 23, 2025 in Singapore. — Rafael Leao of Milan in action during preseason (Image credit: AC Milan/AC Milan via Getty Images)

Tottenham Hotspur have turned attention to a deal for Rafael Leao, as Thomas Frank adds stardust to his side.

Frank has enjoyed a positive summer, welcoming new faces in Kota Takai, Joao Palhinha and Mohammed Kudus, and enjoying an unbeaten preseason that included a North London Derby win in Hong Kong.

But with Tottenham legend Son Heung-min having left for Major League Soccer, there is a need to replace the captain – and Spurs could spend big to do so.

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Tottenham Hotspur will have to smash their transfer record for Rafael Leao

Tottenham chairman Daniel Levy may have to spend big to land a superstar of Leao's standing (Image credit: Getty Images)

Tottenham have the budget to go big for another forward – as evidenced the Telegraph reporting that the Lilywhites triggered Morgan Gibbs-White's £60 million release clause at Nottingham Forest.

Son's exit, meanwhile, has generated another £20m, as per the BBC – and with Gazzetta dello Sport reporting that Milan value Leao at no less than €100m, Spurs could be about to smash their transfer record, currently held by Richarlison, to land the Portuguese.

Son Heung-min holding the Europa League trophy — Son Heung-min needs replacing on the left wing (Image credit: Getty Images)

A new report from GiveMeSport claims that Spurs have “genuine” interest for Leao – ranked at no.6 in FourFourTwo's list of the best left wingers in the world right now.

With the Rossoneri having failed to qualify for Europe with an eighth-placed finish in Serie A last term, Leao could well look for a move to a Champions League club, with the Lilywhites able to offer the allure of Europe, Premier League football and living in London.

Chelsea and Arsenal have previously been linked with Leao but FourFourTwo understands that neither club have made concrete steps towards sizing Leao up for a move.

It may well be that Tottenham feel the same, with Leao simply a pawn in another potential transfer move – and with Milan demanding a record sale for the 26-year-old, it may be a long shot right now to see him in N17 any time soon.

Rafael Leao of AC Milan in action during the Serie A match between AC Milan and Verona at Stadio Giuseppe Meazza on February 15, 2025 in Milan, Italy. — Rafael Leao is perennially linked with England (Image credit: Giuseppe Cottini/AC Milan via Getty Images)

Tottenham have the likes of Mathys Tel, Wilson Odobert and Brennan Johnson as potential options on the left-hand side at current.

Leao is valued at €70m by Transfermarkt.

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Mark White is the Digital Content Editor at FourFourTwo. During his time on the brand, Mark has written three cover features on Mikel Arteta, Martin Odegaard and the Invincibles, and has written pieces on subjects ranging from Sir Bobby Robson’s time at Barcelona to the career of Robinho. An encyclopedia of football trivia and collector of shirts, he first joined the team back in 2020 as a staff writer.

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