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A replay of Manchester United’s shock EFL Cup exit on penalties against League Two side Grimsby Town will stick with them forever.
After coming back from 2-0 up with 15 minutes to go, United were beaten 12-11 on spot kicks to salvage a 2-2 draw.
In domestic cup action, United also experienced a notable upset for the first time. Remember the 1930 Old Trafford victory over York City?
Following Grimsby’s unexpected victory, BBC Sport examines 10 of the FA Cup’s and EFL Cup’s biggest upsets.
Grimsby 2-2 Man Utd (12-11 on pens, League Cup, 2025)
An extraordinary shock in both its style and its size. League Two Grimsby Town defeated Manchester United in the top flight.
After the 30-minute goals from Charles Vernam and Tyrell Warren, they were also up 2-0.
With 15 minutes left, United looked poised to win the match when Harry Maguire scored the equalizer in the 89th minute.
The only penalties missed by each team’s 11 took one, so it went to penalties, which turned into an incredible shootout, with Clarke Oduor for Grimsby and Matheus Cunha for Manchester United.
Plymouth 1-0 Liverpool (FA Cup, 2025)
After the Reds were forced to pay in their previous game, Arne Slot made ten changes to their Liverpool side.
After Harvey Elliott’s handball and Ryan Hardie’s emphatic penalty, the Pilgrims were awarded a penalty eight minutes later.
When Liverpool keeper Caoimhin Kelleher shot past Hardie, who had just added another second, the ball was almost on the post.
Chelsea 2-4 Bradford City (FA Cup, 2015)
When Bradford took on Chelsea, who were then at the top of the Premier League, they were 49 places below their rivals.
Chelsea took control of the fourth-round tie thanks to the goals from Gary Cahill and Ramires, who scored the hosts 2-0.
However, Bradford had other ideas when Filipe Morais scored from the spot before Jon Stead curled one back.
Oldham 3-2 Liverpool (FA Cup, 2013)
At Boundary Park, Premier League giants Liverpool were well represented, with Daniel Sturridge, Raheem Sterling, and Luis Suarez all starting.
Oldham, a League One team, were having financial difficulties, but they put on a strong performance to win the match, with Matt Smith nodding in a Youssouf M’Changama cross to start the scoring.
Suarez levelled before Reece Wabara headed home with a header past the Latics’ 3-1 lead, but Smith quickly capitalized on an error from Liverpool goalkeeper Brad Jones.
Bradford City 1-1 Arsenal (3-2 on pens, League Cup, 2012)
Arsenal were undisputed favorites to defeat a fourth-tier team in the league cup quarter-finals against Premier League rivals.
However, Bradford had already caused a stir in the previous round by beating Wigan on penalties. They prepared to fight Arsene Wenger’s Gunners at home.
With only two minutes left, Thomas Vermaelen headed home a Santi Cazorla cross with a header from Garry Thompson.
Vermaelen also scored the crucial kick in this game as Bradford won 3-2 on spot kicks just as Mbeumo did when United lost to Grimsby in normal time.
Liverpool 2-2 Northampton (2-4 on pens, League Cup, 2010)
Liverpool’s surprise cup exit is yet another.
This one occurred at Anfield during the League Cup. Liverpool opened the scoring with a first-half goal from Milan Jovanovic, but Billy McKay equalized and Michael Jacobs added a second-half equalizer to give the Cobblers a lead.
Man Utd 0-3 York City (League Cup, 1995)
Even Sir Alex Ferguson has experienced the same sort of shock at Manchester United as did Ruben Amorim, who is not the only one to win the League Cup.
With the likes of David Beckham, Lee Sharpe, and Ryan Giggs starting, the United boss only made four changes from the league game that they had previously played three days prior.
For Alan Little’s visitors, Paul Barnes, the father of Newcastle winger Harvey Barnes, scored twice, including one from the penalty spot, before Tony Barras headed home the third to send Old Trafford to a crushing defeat.
Wrexham 2-1 Arsenal (FA Cup, 1992)
Second in the premier league, Arsenal was the reigning champion. In the Third Division, Worcester placed 24th.
After Alan Smith’s first-half opener, the Gunners traveled to Wales as clear favorites and were only ten minutes away from securing a spot in the fourth round.
Sutton 2-1 Coventry (FA Cup, 1989)
In the 2016-17 campaign, Sutton United defeated three EFL teams, including Leeds United, before falling to Arsenal in the fifth round.
One of the biggest shocks ever was also caused by them.
The non-league team faced a Coventry team that was First Division at the time and had won the FA Cup in 1987.
Hereford 2-1 Newcastle (FA Cup, 1972)
When they faced Hereford United in 1972, Newcastle were defeated by non-league opposition in the third round of the FA Cup.
Following a 2-2 draw at St James’ Park, Hereford ended the game in a replay, but Newcastle looked set to advance to the fourth round thanks to Malcolm McDonald’s late goal.
Ronnie Radford scored the most famous 30-yard goal in FA Cup history to give the non-leaguers another chance, but Ronnie Radford came up with another idea.
related subjects
- Manchester United
- Football
- EFL Cup
- Grimsby Town
Source: BBC
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