The Six Most Humiliating Manchester United Defeats Of The Premier League Era, Including 5-3 Leicester City Comeback Loss

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5) Middlesbrough 4-1 Manchester United

Middlesbrough 4-1 Man Utd

A terrible performance from a United team in transition back in 2005, Ferguson’s team were dismantled 4-1 by Middlesbrough, who had taken an incredible 4-0 lead at the Riverside Stadium. Spanish legend Gaizka Mendieta scored twice, while further goals from Yakbub and Jimmy Floyd Hasselbaink completed the rout, with Cristiano Ronaldo netting a late consolation for the visitors.

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