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Manchester United’s most shocking Champions League defeats of all time

Photo by Burak Kara/Getty Images

Photo by Burak Kara/Getty Images

A look into the moments Manchester United’s Champions League ambitions have stuttered.

Manchester United are three-times European Cup/Champions League winners, triumphing in 1968, 1999 and 2008.

Also two-times defeated finalists, the Red Devils have a rich history in the competition.

United In Focus has compiled a full 70-year list of every result in Manchester United’s history in the competition.

And using this, we can take a look back at the biggest shock results suffered by the Red Devils, moving chronologically backwards…

Man Utd 2-3 Galatasaray (2023)

Manchester United’s last Champions League run was an unhappy experience, with the Red Devils winning only one of six games played. The home defeat against Galatasaray was arguably the worst of the bunch.

United had scored two good goals via Rasmus Hojlund, but it was defensively where the team came unstuck with Sofyan Amrabat forced to play at left-back.

Goalkeeper Andre Onana put in a terrible performance, with Casemiro sent off after trying to atone for one of his teammate’s errors. United lost the home game 3-2, and later drew 3-3 at Galatasaray thanks to more Onana mistakes.

BSC Young Boys v Manchester United: Group F - UEFA Champions League

Photo by Marcio Machado/Eurasia Sport Images/Getty Images

Young Boys 2-1 Man Utd (2021)

Cristiano Ronaldo’s first Champions League game back at Manchester United ended with disaster as Ole Gunnar Solskjaer’s side came unstuck against Young Boys.

An early Ronaldo goal had set United on the way to a win, before Aaron Wan-Bissaka was shown a straight red card.

United fell apart in the second half and conceded an equaliser, before substitute Jesse Lingard’s late backpass set up a stoppage time Young Boys winner. Ronaldo was on the bench at this point, already making his frustration clear.

Istanbul Basaksehir 2-1 Man Utd (2020)

Quite possibly the worst ever piece of Champions League defending from Manchester United saw the team give away a farcical counter-attack goal from our own corner.

After wins against PSG and RB Leipzig, United totally underestimated Istanbul Basaksehir and paid a heavy price.

This defeat ultimately cost the Red Devils qualification, with Demba Ba among the players on target for the Turkish side, who also featured Rafael da Silva in their line-up.

Wolfsburg 3-2 Man Utd (2015)

After earning Champions League qualification in his first season, Louis van Gaal’s crack at the group stages was largely disastrous in 2015/16.

United entered the final game against Wolfsburg needing to win, and were beaten 3-2. Van Gaal was so low on ideas that he made the bizarrely desperate move to throw on Nick Powell instead of Juan Mata, despite barely ever selecting the teenager prior.

Van Gaal was axed at the end of the season, and United’s Champions League group stage exit was seen as the trigger.

Olympiakos 2-0 Man Utd (2014)

Manchester United’s first Champions League knockout game under David Moyes ended terribly, with the team losing 2-0 away to Olympiakos.

United were well beaten, managing only three shots on target. Alarm bells were already ringing at United over Moyes and this game heightened the anxiety.

Impressively, United managed to turn the tie around in the second leg at Old Trafford through a Robin van Persie hat-trick. A more respectable defeat to Bayern Munich in the quarter-finals followed.

Man Utd 0-1 CFR Cluj (2012)

Even Sir Alex Ferguson suffered shock results in the Champions League, and this defeat to Romanian minnows Cluj at Old Trafford was right up there.

Now there is some context. United had already sealed qualification as group winners. The back four was Phil Jones, Scott Wootton, Chris Smalling and Alexander Buttner. Ryan Giggs was partnered with Tom Cleverley and Nick Powell in midfield.

But there was really no excuse. Wayne Rooney, Danny Welbeck and Javier Hernandez started in attack, with Paul Scholes later called off the bench. United had 24 shots including 11 on target – but it was not their night.

FC Basel 1893 v Manchester United FC - UEFA Champions League

Photo by Jamie McDonald/Getty Images

Basel 2-1 Man Utd (2011)

2011 saw Sir Alex Ferguson’s United exit the competition at the group stages for only the third time since their introduction (also see 2006 and 1994). Just months after reaching the Final against Barcelona, this was a major shock.

A disappointing campaign saw United head to Switzerland for the final match needing a point against Basel, but crumbled after conceding an early goal. A late consolation from Phil Jones was not enough to muster the point required.

Copenhagen 1-0 Man Utd (2006)

While United were beaten 4-3 by Copenhagen in 2023, having led 2-0, the defeat in 2006 was far more of a shock.

The team’s star-studded attack of Ronaldo, Rooney, and Solskjaer all failed to deliver, and it was former Villa striker Marcus Allback who scored the winner for Copenhagen’s biggest European result.

John O’Shea had started the game in midfield, and he was among the players guilty of easy misses on the night.

Getty Images

Fenerbahce 3-0 Man Utd (2004)

An under-strength already-qualified United team were beaten 3-0 by Fenerbahce, with Tuncay netting a hat-trick. This was the return game for the 6-2 win at Old Trafford in which Wayne Rooney netted his own debut treble.

The line-up: Howard, Phil Neville, Brown (Pique 66), O’Shea, Fortune, Ronaldo, Djemba-Djemba, Fletcher, Richardson (Spector 68), Miller (Eagles 77), Bellion

Maccabi Haifa 3-0 Man Utd (2002)

Another one of those games where United had already qualified, Sir Alex Ferguson’s men were beaten 3-0 in Cyprus by Israeli side Maccabi Haifa.

Ricardo had started the game in goal, with youngster Daniel Nardiello and Mads Timms coming off the bench for United in the second half.

Yakubu was among the scorers for Maccabi Haifa, and was signed by Portsmouth the following summer.

Man Utd 0-1 Fenerbahce (1996)

Quite possibly the biggest shock of all, Manchester United had never been beaten at Old Trafford in the European Cup prior to this match.

The record dated all the way back to 1956, with the Red Devils avoiding home defeat against the great Real Madrid and AC Milan sides.

In the 1990s, both Barcelona and Juventus tried and failed to break the streak, before an unlikely loss came at the hands of Turkish side Fenerbahce. It came courtesy of a late goal from Bosnian striker Elvir Bolic, leaving the stadium stunned.

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