Arsene Wenger considers missing out on Cristiano Ronaldo to be his biggest transfer regret at Arsenal as the Portuguese could have “changed history” in north London.

Having spent 22 years at the Gunners helm, the Frenchman has suffered plenty of recruitment near misses in his time .

Some iconic figures have slipped through his grasp, with various factors conspiring against Arsenal as they endeavoured to land both promising and proven stars.

They had been among those in the running to land Ronaldo as he prepared to leave Sporting in 2003, but negotiations dragged on and Manchester United eventually lured a future five-time Ballon d’Or winner to Old Trafford for £12 million ($16m).

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Wenger told Arsenal’s official website on those that got away: “The obvious player [that we missed out on] that comes to mind is Ronaldo.