Ranked! The 27 greatest cup shocks in English football history

Wigan Athletic's Barbadian defender Emmerson Boyce (L) and Wigan Athletic's Scottish defender Gary Caldwell (R) raise the FA Cup after winning the English FA Cup final football match between Manchester City and Wigan Athletic at Wembley Stadium in London on May 11, 2013. Substitute Ben Watson scored an injury-time winner to give Wigan Athletic a sensational 1-0 win over Manchester City at Wembley Stadium on Saturday in the biggest FA Cup final upset in 25 years. AFP PHOTO / ANDREW YATES NOT FOR MARKETING OR ADVERTISING USE / RESTRICTED TO EDITORIAL USE (Photo credit should read ANDREW YATES/AFP via Getty Images)
Wigan lift the FA Cup (Image credit: Getty Images)

The FA Cup and League Cup are both synonymous with major shocks, as lower league fodder come up against superior, elite opposition regularly, and, often invariably, manage to come away with a huge scalp. 

These shocks aren't consigned to early rounds when the so-called bigger sides are putting out weaker teams, either. No, they're often in semi-finals and finals, where the lower league sides play out of their skin and walk away with an unfancied, but much-heralded, victory. 

So, without further ado, here are the best cup shocks in the history of the FA Cup and League Cup...

Ranked! The 27 greatest cup shocks in English football history

27. Crawley Town 3-0 Leeds United, 2020/21 FA Cup

CRAWLEY, ENGLAND - JANUARY 10: Jordan Tunnicliffe of Crawley Town celebrates with teammates Tony Craig and Ashley Nadesan after scoring their team's third goal during the FA Cup Third Round match between Crawley Town and Leeds United at The Peoples Pension Stadium on January 10, 2021 in Crawley, England. Sporting stadiums around England remain under strict restrictions due to the Coronavirus Pandemic as Government social distancing laws prohibit fans inside venues resulting in games being played behind closed doors. (Photo by Mike Hewitt/Getty Images)

Crawley celebrate beating Bielsa's Leeds (Image credit: Getty Images)

There’s nothing quite like a great cup tie, and English football has been no stranger to giant upsets over the years. Think Teletext signings, muddy pitches and patronising television coverage – all the greats.

Sunday saw League Two side Crawley Town pull off a stunning 3-0 victory over Premier League club Leeds United, a side coached by one of the most revered managers in world football.

Marcelo Bielsa's swashbuckling Leeds were well beaten, thanks to goals from Nick Tsaroulla, Ashley Nadesan and Jordan Tunnicliffe. The Reds made light work of the 62-places gap between the sides, and wrote themselves into FA Cup folklore with a glorious win their fans will savour for years to come. 

26. Sunderland 0-1 Millwall, 2003/04 FA Cup

MANCHESTER, ENGLAND - APRIL 4: Tim Cahill of Millwall celebrates his goal in front of the Sunderland fans during the FA Cup Semi Final match between Sunderland and Millwall at Old Trafford on April 4, 2004 in Manchester, England. (Photo by Laurence Griffiths/Getty Images)

Cahill celebrates in front of the Sunderland fans (Image credit: Getty Images)

Tim Cahill’s strike sent Millwall to their first ever FA Cup final and continued the Championship side’s stunning run through the competition.

Although they went on to lose 3-0 Manchester United and finish as runners-up, the Australian remembers his winner fondly. "I ran the length of the pitch like Forrest Gump! It was amazing to score that goal," Cahill told FourFourTwo in 2018.

25. Plymouth Argyle 1-0 Liverpool, 2024/25 FA Cup

PLYMOUTH, ENGLAND - FEBRUARY 9: Ryan Hardie of Plymouth Argyle celebrates their first goal during the Emirates FA Cup Fourth Round match between Plymouth Argyle and Liverpool at Home Park on February 9, 2025 in Plymouth, England. (Photo by Charlotte Wilson/Offside/Offside via Getty Images)

Hardie celebrates for Argyle (Image credit: Getty Images)

Premier League leaders Liverpool rocked up to Home Park in February 2025 confident of progressing past the Championship's bottom side, so much so that manager Arne Slot didn't even bother bringing Mohamed Salah, Virgil van Dijk et al. along just in case.

That decision massively backfired on the Dutchman, with Liverpool failing to score against a side that had shipped 63 goals in just 30 games in the second tier until that point. Harvey Elliott gave away a penalty early in the second half, Ryan Hardie dispatched it and Plymouth Argyle defended resolutely to knock a team many believed to be the best in Europe at the time out of the FA Cup.

24. Wrexham 2-1 Arsenal, 1991/92 FA Cup

WREXHAM, UNITED KINGDOM - JANUARY 04: Wrexham striker Steve Watkin (2nd r) scores the winning goal past David Seaman watched by left to right, David O' Leary, Tony Adams (floor) Gordon Davies and Lee Dixon during the FA Cup 3rd round match between Fourth Division Wrexham and Arsenal at the Racecourse Ground on January 4, 1992 in Wrexham, Wales. (Photo by Stephen Munday/Allsport/Getty Images)

Watkins scores past Seaman (Image credit: Getty Images)

On the face of it, there was only going to be one winner here. Arsenal were reigning champions of England; Wrexham were rooted to the foot of the Fourth Division.

The wheels were set in motion for a walkover when Alan Smith put the Gunners in front, but the Londoners were stunned when the hosts levelled through Mickey Thomas’s free-kick with 10 minutes remaining. And there was more to come when Steve Watkin astonishingly turned the tie on its head with a late winner.

23. Chelsea 2-4 Bradford, 2014/15 FA Cup

Bradford City players celebrate after Mark Yeates scored their fourth goal against Chelsea in the FA Cup, 2015

Bradford celebrate at Stamford Bridge (Image credit: Alamy)

Chelsea took the FA Cup very seriously in the Roman Abramovich era, winning the tournament five times in the 12 seasons between 2006 and 2018. Their joint-earliest exit in that time came in 2014/15, when they were on the wrong end of one of the biggest upsets in recent memory.

The Premier League leaders went 2-0 up against League One side Bradford and appeared to have one foot in the next round. Yet the Bantams came roaring back, scoring four times without reply to stun Stamford Bridge.

22. Hereford United 2-1 Newcastle United, 1971/72 FA Cup

Fans run onto the pitch as Ronnie Radford celebrates after scoring Hereford United's equalising goal against Newcastle United in the FA Cup, 1972

Radford's famous celebration for Hereford (Image credit: Alamy)

Think big FA Cup shocks and great goals, and there's a good chance that Ronnie Radford's stunning winner for non-league Hereford against Newcastle springs to mind. 

Ricky George actually scored the winner in extra time, but no one ever remembers that. Radford's goal also launched the career of commentator John Motson, adding to the grandiosity of the occasion.

21. Leicester 1-2 Wycombe, 2000/01 FA Cup

10 Mar 2001: Roy Essandoh of Wycombe celebrates after beating Leicester City in the quarter final of the AXA FA Cup after the Leicester City v Wycombe Wanderers match in the FA Cup Sixth Round at Filbert Street, Leicester. Digital Image. Mandatory Credit: Ross Kinnaird/ALLSPORT

Essandoh celebrates his winner (Image credit: Getty Images)

In a classic romantic cup story, Lawrie Sanchez guided Wycombe to a stunning victory over top-flight Leicester which sent the unfancied Second Division side into the FA Cup semi-finals.

Substitute Roy Essandoh had been plucked from obscurity – "the only one to answer a Teletext message from us pleading for any striker to come forward," according to Sanchez – after signing a two-week contract with the injury-hit club less than a week before the tie. In true fairytale fashion, he headed home the winner in injury time to earn immediate cult hero status at Adams Park.

20. Liverpool 0-1 Wimbledon, 1987/88 FA Cup

Wimbledon players, led by Vinnie Jones, celebrate their shock victory over Liverpool in the 1988 FA Cup final at Wembley

Jones and the Crazy Gang with the FA Cup (Image credit: Alamy)

Liverpool were heavy favourites to come out on top in the 1988 FA Cup final against unfancied Wimbledon, who had been a third-tier side four years earlier.

Instead, Dave Beasant saved John Aldridge’s penalty, becoming the first goalkeeper to stop a spot-kick in a cup final, before Lawrie Sanchez nodded home the winner from a Dennis Wise delivery. As a stunned John Motson famously put it on commentary: "The Crazy Gang have beaten the Culture Club!"

19. MK Dons 4-0 Manchester United, 2014/15 League Cup

MK Dons beat Manchester United 4-0 at Stadium MK in 2014

MK Dons won 4-0 against Man United (Image credit: Getty)

Louis van Gaal had endured a disappointing start to his Manchester United tenure – and then this happened.

The Red Devils, who entered the second round of the League Cup for the first time in 19 years after a seventh-placed finish the year before, were humiliated by MK Dons of League One, who celebrated a monumental victory in front of a record crowd thanks to braces from Will Grigg and Benik Afobe.

18. Walsall 2-0 Arsenal, 1932/33 FA Cup

Arsenal were the team to beat in the early 1930s. FA Cup winners in 1929/30, they followed that success with four out of five First Division titles under Herbert Chapman. They also lifted the FA Cup again in 1936, but it was in that competition that they suffered one of their most humbling defeats of all time.

Walsall were in the third tier and relied upon several amateur players to make up their squad, but they still managed to pull off a monumental 2-0 victory over the strongest team in the land.

17. Stoke 2-3 Blyth Spartans, 1977/78 FA Cup

Northern League outfit Blyth Spartans stunned everyone with their progress in 1977/78 as they overcame a Stoke side that had only recently been relegated from the top flight

The non-league minnows then held Wrexham to a draw in the next round, but eventually bowed out bravely in front of a 42,000-strong crowd at Newcastle's St James’ Park, which hosted the replay after the first encounter finished 1-1.

16. Oldham 3-2 Liverpool, 2012/13 FA Cup

OLDHAM, ENGLAND - JANUARY 27: Martin Skrtel of Liverpool scores an own goal during the FA Cup with Budweiser Fourth Round match between Oldham Athletic and Liverpool at Boundary Park on January 27, 2013 in Oldham, England. (Photo by Matthew Lewis/Getty Images)

Oldham topple Liverpool (Image credit: Getty Images)

League One outfit Oldham knocked Liverpool out in the fourth round of the FA Cup thanks to a Matt Smith double at Boundary Park.

Luis Suarez and Steven Gerrard trudged off the park in dismay, and Merseyside neighbours Everton nearly suffered the same fate in the next round when Smith was again on target with a late equaliser. Oldham forced a replay before eventually succumbing to a 3-1 defeat at Goodison Park.

15. Sutton United 2-1 Coventry City, 1988/89 FA Cup

SUTTON, UNITED KINGDOM - JANUARY 07: Sutton United players including goalscorers Tony Rains (2nd left) and Matthew Hanlan (right, both hands raised) celebrate in the dressing room after the FA Cup 3rd Round match between Sutton United and Coventry City at Borough Sports Ground on January 7, 1989 in Sutton, England, Sutton produced one of the most famous 'giant-killings' in the competition's history, notable for being one of those rare occasions when a club from the highest tier of English football was defeated by a non-League side, Sutton won the match 2-1. (Photo by Simon Bruty/Allsport/Getty Images)

Sutton players celebrate beating Coventry (Image credit: Getty Images)

High-flying Coventry had won the FA Cup just 18 months before their trip to Sutton in January 1989, so they were widely expected to come through this game unscathed..

However, the non-league side clinched a famous win thanks to goals from Tony Rains and Matthew Hanlan – all under the watching eye of manager (and English teacher) Barrie Williams.

14. Manchester City 0-1 Wigan, 2012/13 FA Cup

Wigan FA Cup 2013

Ben Watson scores the winner against Man City (Image credit: Getty Images)

Wigan clinched the first major trophy in their 81-year history with a stunning victory over Manchester City’s expensively-assembled squad.

Ben Watson scored the winner at the death to secure a remarkable result and some long-awaited silverware, but the buzz it produced wasn’t enough to help Roberto Martinez’s side avoid relegation from the Premier League just days later.

13. Burnley 0-1 Lincoln, 2016/17 FA Cup

Lincoln City win at Burnley's Turf Moor stadium

(Image credit: Getty)

Burnley may have been battling against relegation to the Championship in 2016/17, but the top-flight side were still expected to have far too much quality for unfancied Lincoln.

However, the non-leaguers didn't agree. In a stunning effort, they became the first team outside the top four divisions to reach the fourth round of the FA Cup in 103 years.

12. Yeovil 2-1 Sunderland, 1948/49 FA Cup

FA Cup Tie 4th Round 1949: Yeovil v Sunderland. (Photo by Daily Mirror/Daily Mirror/Mirrorpix via Getty Images)

Yeovil face Sunderland (Image credit: Getty Images)

Yeovil entered the 1948/49 FA Cup in the Fourth Qualifying Round, where the Southern League side overcame narrowly overcame Lovells Athletic. They continued to progress through the tournament, beating Romford, Weymouth and Bury to set up a glamour tie against top-tier Sunderland in the fourth round.

No one gave Yeovil a chance, but they delivered a stunning upset in front of their own fans by beating the Black Cats 2-1 thanks to goals from Alec Stock and Eric Bryant.

11. Manchester United 0-1 Leeds, 2009/10 FA Cup

Jermaine Beckford scores the winning goal for Leeds United against Manchester United in the third round of the FA Cup at Old Trafford, January 2010

Beckford scores at Old Trafford (Image credit: Alamy)

Manchester United and Leeds resumed their long-standing rivalry in the 2009/10 FA Cup after six years without playing each other.

Leeds had sunk to League One in that time and headed to Old Trafford more in hope than expectation, but Jermaine Beckford scored the only goal of the game to send the away end delirious.

10. York City 1-0 Arsenal, 1984/85 FA Cup

Action from the 3rd Round FA Cup match between Arsenal and York City at Highbury. The final score was a one all draw. 4th January 1975. (Photo by Staff /Daily Mirror /Mirrorpix via Getty Images)

York topple Arsenal (Image credit: Getty Images)

It's fair to say the mid-1980s weren't the best of times for Arsenal: between 1983 and 1988 they won just a solitary League Cup and routinely finished closer to mid-table than top spot in the First Division.

One of their worst results in that period came at Bootham Crescent, where Third Division outfit York administered a 1-0 defeat to the surprise of a nation.

9. Liverpool 2-2 Northampton Town (2-4 pens), 2010/11 League Cup

Northampton Town's Northern Irish forward Billy McKay scores the equalising goal against Liverpool in their English Football League football match against Northampton Town at Anfield in Liverpool, north-west England, on September 22, 2009. Northampton won after extra time and penalties. AFP PHOTO/PAUL ELLIS (Photo credit should read PAUL ELLIS/AFP via Getty Images)

Northampton score at Anfield (Image credit: Getty Images)

The nadir of Roy Hodgson's ill-fated Liverpool tenure came in the third round of the League Cup, where Liverpool were held to a 2-2 draw by Northampton and then beaten on penalties on their home turf.

Hodgson had named a weakened team with half an eye on an upcoming Premier League meeting with Sunderland, but there was still no excuse for the Reds' poor performance against their League Two opponents.

8. Manchester United 0-1 Sheffield Wednesday, 1990/91 League Cup

1991: John Sheridan (left) of Sheffield Wednesday celebrates after scoring the winning goal during the Rumbelows Cup Final against Manchester United at Wembley Stadium in London. Sheffield Wednesday won the match 1-0. \ Mandatory Credit: David Cannon/Allsport

John Sheridan celebrates at Wembley (Image credit: Getty Images)

When Manchester United beat Leeds in the semi-finals of the 1990/91 League Cup, they appeared to have done the hard part. Sheffield Wednesday of the Second Division awaited in the final, with Alex Ferguson's men heavy favourites to triumph.

Things didn't go to plan at Wembley, though: John Sheridan grabbed the game's only goal in the first half to give the Owls a famous victory.

7. QPR 3-2 West Brom, 1966/67 League Cup

Queens Park Rangers versus West Bromwich Albion 1967. The jubilant QPR team celebrate after victory over West Bromwich Albion in the Football League Cup Final. 4th March 1967. (Photo by Daily Mirror /Daily Mirror /Mirrorpix via Getty Images)

QPR with the League Cup in 1967 (Image credit: Getty Images)

This was the first League Cup final to be contested over a single game, with the previous six editions all ending with a two-legged encounter. The change made upsets more likely, as QPR demonstrated in front of more than 97,000 fans at Wembley.

A Third Division side, Rangers were huge underdogs despite their impressive progress to this stage of the competition. However, Alec Stock's men ran out deserved winners, with Mark Lazarus notching the winner late on.

6. Norwich 0-1 Luton, 2012/13 FA Cup

Scott Rendell celebrates after scoring Luton Town's winning goal against Norwich City in the FA Cup, 2013

Luton beat Norwich at Carrow Road (Image credit: Alamy)

Luton became the first non-league side to knock a top-flight opponent out of the FA Cup since 1989 when they embarrassed Norwich at Carrow Road in 2013.

Substitute Scott Rendell topped off a superb display from the visitors with the winning goal 10 minutes from time.

5. Shrewsbury 2-1 Everton, 2002/03 FA Cup

Nigel Jemson celebrates after scoring Shrewsbury Town's winning goal against Everton in the FA Cup, 2003

Shrewsbury beat Everton in the FA Cup (Image credit: Alamy)

Nigel Jemson’s double gave Shrewsbury an unexpected victory over Premier League opposition in 2003, with Everton falling victim to a major shock at Gay Meadow.

It was a famous victory for the Shrews - managed by former Toffees captain Kevin Ratcliffe - and one that few had predicted, given that going into the game they were sitting near the bottom of the Football League pyramid.

4. Burnley 0-1 Wimbledon, 1974/75 FA Cup

Wimbledon won the FA Cup in 1988, but back in the mid-1970s they were still a Southern League side. They were, however, on their way to their first of three consecutive titles at that level, and further demonstrated their quality by shocking Burnley at Turf Moor.

The Clarets were a solid mid-table team in the First Division, and were expected to swat the Dons aside with minimum fuss. Instead, the Londoners won 1-0 to reach the fourth round for the first time in their history.

3. Sunderland 1-0 Leeds, 1972/73 FA Cup

Sunderland FC captain Bobby Kerr holds up the trophy after his team won the FA Cup Final against Leeds United at Wembley Stadium in London, with a score of 1-0, UK, 5th May 1973. (Photo by Evening Standard/Hulton Archive/Getty Images)

Sunderland lift the FA Cup (Image credit: Getty Images)

Leeds were FA Cup holders and one of English football’s powerhouses, so they were expected to ease past Division Two outfit Sunderland in the 1973 final.

In one of the biggest shocks in the history of a competition packed with upsets, Jimmy Montgomery had an outstanding game in goal for the Black Cats to ensure that Ian Porterfield’s first-half strike was decisive.

2. Tottenham 3-1 Sheffield United, 1900/01 FA Cup

20th April 1901: Tottenham Hotspur and Sheffield United in action during the FA Cup Final at Crystal Palace. The match ended in a 2-2 draw, but Spurs won the replay 3-1. Original Publication: Illustrated London News - pub. 1901 (Photo by Hulton Archive/Getty Images)

The 1901 FA Cup final (Image credit: Getty Images)

Spurs remain the only non-league side to win the FA Cup thanks to their surprise success at the turn of the century.

Thirteen years on from the foundation of the Football League, Tottenham were reigning champions of the Southern League and embarked on an impressive run of victories over more illustrious opponents. That culminated in a defeat of Sheffield United in the final replay after the first game was drawn 2-2.

1. Bournemouth 2-0 Manchester United, 1983/84 FA Cup

Bournemouth FA Cup Manchester United

Bournemouth beat Manchester United in the FA Cup (Image credit: PA)

A young Harry Redknapp was in the home team's dugout when Bournemouth put Manchester United to the sword in the third round of the 1983/84 FA Cup.

The Cherries were a third-tier team back then, while United were defending champions having won the competition the year before. They would also triumph in the FA Cup in 1985, but a 2-0 defeat by Bournemouth in the intervening season proved hard to swallow.

Ryan Dabbs
Staff writer

Ryan is a staff writer for FourFourTwo, joining the team full-time in October 2022. He first joined Future in December 2020, working across FourFourTwo, Golf Monthly, Rugby World and Advnture's websites, before eventually earning himself a position with FourFourTwo permanently. After graduating from Cardiff University with a degree in Journalism and Communications, Ryan earned a NCTJ qualification to further develop as a writer while a Trainee News Writer at Future. 

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