Arsene Wenger has admitted failing to sign Cristiano Ronaldo was his biggest transfer regret as he closes the curtain on his 22-year-reign as Arsenal boss.

Wenger signed some of the league’s best players during his tenure, including Thierry Henry, Robert Pires, Cesc Fabregas and Mesut Ozil, but Arsenal lost out on signing Ronaldo to rivals Manchester United in 2003.

Ronaldo went on to help United win three league titles along with an FA Cup and Champions League triumph, before joining Real Madrid in 2009.

Departing Arsenal boss Arsene Wenger has admitted he regrets not signing Cristiano Ronaldo

Departing Arsenal boss Arsene Wenger has admitted he regrets not signing Cristiano Ronaldo

Departing Arsenal boss Arsene Wenger has admitted he regrets not signing Cristiano Ronaldo

‘The obvious player (that we missed out on) that comes to mind is (Cristiano) Ronaldo,’ Wenger told Arsenal’s website.

‘He was here with his mother and we were very close. Then Man United came in and they had Carlos Queiroz at the time, who was their coach. United played against Sporting Lisbon and Ronaldo was outstanding and they signed him.

‘You could imagine at the time what it would have been like to have Thierry Henry and Ronaldo together… That would certainly have changed a little bit the history of my stay here as well.’

Wenger said the north London outfit were unable to compete with United’s 12 million pounds ($16.23 million) offer for the Portugal international.

Wenger said they were close but Manchester United came in and managed to secure the deal

Wenger said they were close but Manchester United came in and managed to secure the deal

Wenger said they were close but Manchester United came in and managed to secure the deal

‘There is always something you could have done differently, but the problem of negotiations is to know when you give in and when you don’t give in,’ Wenger said.

‘Once we were at 4.5 million pounds, we were still in negotiations… so we were very close. But Man United went to 12 million pounds, which we could not afford at the time.’

Wenger took charge of his 1,235th and final Arsenal match as the club ended their league campaign with a 1-0 win at Huddersfield Town last Sunday.

Ronaldo, a five-time Ballon d’Or winner, will be aiming to clinch his fifth Champions League winners’ medal when Real clash with Liverpool in the final on May 26.

He said having Ronaldo and Thierry Henry (L) together would have changed his Arsenal legacy

He said having Ronaldo and Thierry Henry (L) together would have changed his Arsenal legacy

He said having Ronaldo and Thierry Henry (L) together would have changed his Arsenal legacy

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