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These are the biggest transfer deadline day transfers, involving world-class talent and monumental fees. Leaving it until the last minute to bring in a big-money signing may seem like an act of desperation, but many teams have had great success waiting until the final day of the window to make a big-money signing. 1. Enzo Fernández – Benfica to Chelsea (€121m, 2023) The €121 million deal with Benfica was completed minutes before the deadline, making it one of the biggest deadline day deals in football history. Fernández’s arrival marked the beginning of a new era at Chelsea, characterized by lavish spending and a faith in young, world-class talent. 2. Antony – Ajax to Manchester United (£85m, 2022) Erik ten Hag reunited with his former Ajax winger after Manchester United splashed £85 million on Antony. The deal was completed just hours before the window shut, making the Brazilian’s switch among the biggest deadline day transfers in Premier League history. The move showcased United’s desperation to bolster their attack and Ten Hag’s belief in a familiar face to ignite his Old Trafford project. 3. Pierre-Emerick Aubameyang – Dortmund to Arsenal (€63.8m, 2018) Arsenal’s capture of Pierre-Emerick Aubameyang from Borussia Dortmund was one of the biggest deadline day deals in football history, signaling the start of a new attacking era. The Gabonese striker quickly became a fan favorite, scoring freely and later captaining the club to FA Cup glory. His pace and lethal finishing transformed Arsenal’s frontline overnight. 4. Fernando Torres – Liverpool to Chelsea (£50m, 2011) Chelsea’s £50 million swoop for Fernando Torres from Liverpool stunned the football world. Although his time at Stamford Bridge was inconsistent, the deal remains one of the most famous and biggest deadline day transfers ever made, shattering the British transfer record at the time. Torres would later redeem himself with crucial goals in Chelsea’s Champions League triumph. 5. Mesut Özil – Real Madrid to Arsenal (£42.5m, 2013) Arsenal fans celebrated wildly when Mesut Özil arrived from Real Madrid on deadline day in 2013. The German playmaker became one of the Premier League’s top creators and redefined Arsenal’s attacking play. The move remains one of the biggest deadline day deals in football history, ushering in renewed belief at the Emirates. 6. Luis Suarez – Ajax to Liverpool (€27m, 2011) Signed on the same day Torres departed, Luis Suárez’s arrival proved transformative. The Uruguayan became one of Liverpool’s greatest-ever strikers, nearly firing them to a Premier League title. This was one of the smartest and biggest deadline day transfers, turning out to be a bargain compared to the fee received for Torres. 7. Wayne Rooney – Everton to Man Utd (€39m, 2004) Man Utd beat off stern competition from Chelsea to sign Wayne Rooney for €39m on the last day of the window in 2004. Sir Alex Ferguson admitted that the deal raised eyebrows, yet any doubts were soon cast aside by Rooney. On his debut, against Fenerbahce in the Champions League, he scored a glorious hat-trick and grabbed an assist. It was to be the beginning of a long and largely happy relationship. 8. Andy Carroll – Newcastle United to Liverpool (£35m, 2011) Liverpool splashed a club-record £35 million on Andy Carroll to replace Torres, but the move never quite worked. It’s remembered as one of the biggest deadline day transfers due to its eye-watering price tag and shock factor. Carroll’s injuries and inconsistent form made it a cautionary tale of panic buying. 9. Cole Palmer – Manchester City to Chelsea (£42.5m, 2023) Chelsea’s £42.5 million capture of Cole Palmer was among the biggest deadline day deals of recent years. The young Englishman left Manchester City seeking regular minutes — and quickly proved his worth with dazzling displays. It was a statement of intent from Chelsea to prioritize youth over experience. 10. Nico Gonzalez – Porto to Manchester City (€60m, 2025) In a surprise late move, Manchester City swooped for Porto’s midfield star Nico González for €60 million. His creativity and composure marked him as one for the future. The transfer highlighted how even elite clubs make blockbuster additions on the final day, reinforcing its status among the biggest deadline day deals in football history. 11. Matheus Nunes – Wolves to Manchester City (£53m, 2023) Pep Guardiola added more depth to his midfield by securing Matheus Nunes in a £53 million deal on transfer deadline day of 2023. The deal was completed with minutes to spare, which underlined City’s efficiency and financial might. The signing was part of one of the biggest deadline day transfer windows in Premier League history. 12. Thomas Partey – Atlético Madrid to Arsenal (£45m, 2020) Arsenal triggered Thomas Partey’s release clause at the last possible moment in 2020, shocking Atlético Madrid. The Ghanaian midfielder brought steel and stability to Arsenal’s engine room. His move remains one of the biggest deadline day deals in football history, remembered for its dramatic finish and tactical importance. 13. Romelu Lukaku – Everton to Manchester United (£75m, 2017) While technically agreed before the window shut, Lukaku’s blockbuster move to Manchester United ranks among the biggest deadline day-style deals for its scale. The Belgian hitman scored 42 goals in two seasons before moving on, proving to be a powerful, if short-term, addition to the Red Devils’ frontline. 14. Brennan Johnson – Nottingham Forest to Tottenham (£47.5m, 2023) Tottenham secured the signature of one of England’s brightest young forwards in the final hours of the 2023 summer window. Brennan Johnson’s pace and versatility made him an ideal fit for Ange Postecoglou’s high-energy system. It was one of the biggest deadline day deals for Spurs in recent memory. 15. Radamel Falcao – Monaco to Manchester United (Loan, 2014) Radamel Falcao’s dramatic loan move from Monaco to Manchester United had fans buzzing. Although injuries curtailed his impact, the Colombian’s transfer was one of the biggest deadline day deals in football history, generating global excitement and headlines across every major sports outlet.
