Manchester United eliminated in Champions League Round of 16: Last time it happened

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Manchester United's Champions League struggles continue after suffering another elimination at the hands of Atletico Madrid in the Round of 16 of the 2022 edition.

United have won the competition, including when it was called the European Cup, just three times in total. But the last time came back in 2008 when they beat Chelsea on penalty kicks in Russia when Sir Alex Ferguson was still manager.

Man United have now been knocked out at the Round of 16 stage three times, and all three have come against Spanish sides, which have proven a thorn in the side of the Red Devils.

Here's a look at when United have been eliminated at this stage of the competition in the past.

A goal by Anthony Elanga at the end of the first leg in Madrid gave Manchester United fans hope in the Round of 16 series against Atletico Madrid. 

The first leg finished 1-1 and left it all to be decided Old Trafford, but it was a patented Diego Simeone team performance.

The Colchoneros dug in at Old Trafford, and after finding a first-half goal through Renan Lodi, they were essentially impenetrable with Man United barely mounting any serious threats. Man United suffered elimination 2-1 on aggregate goals