Biggest FA Cup Shocks in History

FA Cup

Biggest FA Cup shocks of all time

The magic of the FA Cup is never personified more than when an FA Cup upset hits and here we take a look at the greatest FA Cup upsets of all time, in no particular order.

⚡️Get up to £100 in Bet Credits⚡️
New Customers only. Up to £100* in Bet Credits. Sign up, deposit £5* or more to your account and bet365 will match your qualifying deposit in Bet Credits when you place qualifying bets to the same value and they are settled. Min odds/bet and payment method exclusions apply. Returns exclude Bet Credits stake. T&Cs, time limits & exclusions apply.
Claim Bonus

Sutton 2-1 Coventry -1989

Starting in no particular order, we have Sutton United who triumphed over the current holders of the FA Cup in 1989, Coventry. Indeed, the high-flying top flight side had beaten Tottenham Hotspur just 18 months prior to meeting the non-league Sutton, who were boasting not a single full-time employee in their squad, as Tony Rains and Matthew Hanlan scored for the English teacher Barrie Williams' side.

This was is FA Cup magic in a nutshell; a non-league outfit whose two goalscorers became instant celebrities appeared on Terry Wogan the following Monday.

Liverpool 0-1 Wimbledon - 1988

Arguably the most famous cup final in English football history and without question the most famous story in FA Cup history, as The Crazy Gang triumph against all the odds to beat the favourites and the league champions Liverpool at Wembley.

That day, Wimbledon keeper Dave Beasant became the first keeper in history to save a penalty in the FA Cup final, before a Dennis Wise free kick was headed home by Lawrie Sanchez, as the London outfit scrapped for every ball and fought for every tackle.

A truly unforgettable moment in British sporting history and one of the greatest FA Cup triumphs we've ever witnessed.

Arsenal 0-2 Millwall - 1995

Arsenal, the 14-time champions of the FA Cup, have had their share of both FA Cup upsets and triumphs over the very best, most recently as they beat Manchester City and Chelsea in 2020 to lift the trophy.

However, back in 1995, George Graham's side who held the European Cup Winners' Cup and won the FA Cup three years prior, lost to Millwall in a replay at Highbury.

Not many teams went to Highbury and got a result and barely anybody got past Arsenal in the 90s in the FA Cup, but this fearless Millwall side did so with relative ease in north London.

Manchester City 0-1 Wigan Athletic - 2013

Manchester City were one of the shortest odds in recent times in the 2013 FA Cup final (4/11), as Roberto Mancini's men comfortably finished second in the league, a year after they had won the Premier League for the first time ever.

At the same time, Wigan Athletic were just days away from being officially relegated to the Championship and needed to win at the Emirates just three days after the FA Cup final, where they would lose 4-1 to Arsenal and the club have been fighting in the lower tiers ever since.

It was Ben Watson's memorable header from a Shaun Maloney corner that broke the deadlock on the 91st minute, as it looked certain the game would go to extra time.

The Latics became and remain the first team in the history of English football to win the FA Cup and face relegation in the same season.

FA Betting Hub App
The Footy Accumulators Betting Hub app is the ultimate football betting companion app. It is your one-stop-shop and ONLY place for the latest and best exclusive boosts & offers from the premium operators in the UK.
Download now

Sunderland 1-0 Leeds - 1973

The high-flying Leeds United were one of the best teams in Europe once upon a time and when they entered the 1973 FA Cup final, the Whites were the clear favourites over Sunderland.

However, despite being the current favourites and finishing third in the league, Leeds could not find away past the Division Two side at Wembley.

Ian Porterfield's first half goal became the difference that famous day, and as far as FA Cup final upsets go, this is one the greatest of all time.

Wrexham 2-1 Arsenal - 1992

Back in the 90s, Arsenal were winning something most years and both George Graham and Arsene Wenger had built trophy-winning sides in their own right.

And when Wrexham would meet Arsenal in the FA Cup of 1992, there was not even a sprinkle of hope from the North Wales side, given how the Gunners were the league champions just a year prior and how Wrexham were rock bottom Division Four.

In today's world, this would roughly translate to the side bottom of League Two and on course to be relegated, beating the Premier League champions.

Manchester United 0-1 Leeds United - 2010

Leeds are back again, but with an FA Cup upset of their own.

The Whites were relegated five years prior to this meeting and a clash between the two old rivals seemed as if it was not going to come for a long, long time.

However, a draw in the third round brought them together once more for the tie of the round, and with 42 places separating the two clubs, Leeds' victory became one they could boast about for years to come, despite only just achieving relegation back to the top flight recently.

This result was the first time United had ever lost at this stage in the FA Cup and the first time ever under Sir Alex Ferguson's leadership where a club from the lower tiers had beat them.

A true FA Cup upset and a memorable day for Leeds fans.

Bet £5 & Get £20 FREE BETS! 😍
NEW CUSTOMERS ONLY. FIRST SINGLE & E/W BET ONLY. ODDS OF 1/1 OR GREATER. 2 X £10 BET TOKENS. FREE BET STAKES NOT INCLUDED IN RETURNS. FREE BETS ARE NON WITHDRAWABLE. NO FREE BET EXPIRY. ELIGIBILITY RESTRICTIONS. FURTHER T&CS APPLY. 18+. BEGAMBLEAWARE.ORG
Claim Bonus

Hereford 2-1 Newcastle United - 1972

Whilst results like Wrexham's over Arsenal, The Crazy Gang's triumph and Wigan's win in 2013 tend to spring to mind when talking about the greatest FA Cup upsets of all time, this one is arguably the most shocking FA Cup upset ever.

Hereford hosted Newcastle United in 1972, as the Southern League Side had earned a draw at St James' Park, which in itself, was a historic FA Cup upset.

The side way down in the fifth tier were once again given little hope as they met the Magpies once again, but in the replay, Ricky George's winner sparked the most fabulous of scenes at Edgar Street and created one of them most magical FA Cup upsets of all time.

The FA Cup Giant-Killing award which formed in 2011 was originally called the Ronnie Radford award - the man who scored the opening goal for Hereford that day - this is how big of a deal this was.

Manchester United 0-0 Exeter - 2005

When Manchester United hosted Exeter City in the FA Cup back in 2005, barely a soul thought they'd leave with a replay, as the Red Devils were winning the Premier League every other year and currently held the FA Cup for the second time in six years.

Although it was a draw, and how Exeter would lose 2-0 in the replay, this was a team who were down in the non-league and travelled to arguably the toughest place in Europe and, the current champions of the competition.

Paul Scholes and Cristiano Ronaldo would end up coming on in the second half to snatch the win, but they and the likes of Wes Brown and Phil Neville couldn't get the job done and the non-league side would manage to upset the odds and earn a draw.

Shrewsbury Town 2-1 Everton - 2003

Shrewsbury Town were right near the bottom of the entire Football League back in 2003 and were staring in the face of relegation and becoming a semi professional team.

Two goals from Nigel Jemson would come against Everton in the FA Cup, however, in what became the upset of the tournament that year and arguably the biggest upset of the FA Cup in the noughties.

Chelsea 2-4 Bradford - 2015

Just two years after Wigan had stunned City in the FA Cup final, Bradford City would only go onto beat this feat, given how it was at Stamford Bridge, Chelsea were the Premier League leaders, and how Bradford were in League One.

Ever since Roman Abramovich took over Chelsea in 2003, very, very few teams have ever won at Stamford Bridge, never mind an outfit from two divisions below the Premier League.

Not just that, Bradford would score FOUR goals and earn them a place in the last 16. This was a truly magical FA Cup shock and arguably the biggest FA Cup upset of the last 20 years, given the stature of both sides and how it was on Chelsea's home turf.

Norwich City 0-1 Luton Town - 2013

Another upset which, in today's world, wouldn't be so dramatic, given how Norwich City and Luton Town are both in the Championship. However, back in 2013, the Canaries were up in the Premier League, whilst Luton were down in the Conference Premier and barely given a chance with the top flight club.

Scott Rendell would score in the 80th minute to cause bedlam in the away end and which would end up being the decisive goal that would mean Luton became the seventh team from non-league to reach the fifth round after World War II.

At the same time, it was also the first time a non-league side had beaten a top flight team in 24 years and the first time a non-league side had ever beaten a Premier League side; a record that still stands today.

A true FA Cup upset and one that may not been matched for some time.


Bet £5 & Get £20 FREE BETS! 😍
NEW CUSTOMERS ONLY. FIRST SINGLE & E/W BET ONLY. ODDS OF 1/1 OR GREATER. 2 X £10 BET TOKENS. FREE BET STAKES NOT INCLUDED IN RETURNS. FREE BETS ARE NON WITHDRAWABLE. NO FREE BET EXPIRY. ELIGIBILITY RESTRICTIONS. FURTHER T&CS APPLY. 18+. BEGAMBLEAWARE.ORG
Claim Bonus
🔥 BET £20 & GET £40 IN FREE BETS! 🔥
New users only. Min deposit £20. Place qualifying bets of £20 in first 7 days after deposit to unlock free bets. Free bets rewarded as 4 equal free bets that total £40. Min odds 1/1, 3+ legs & expire in 7 days. Winnings credited in cash. Full T&Cs apply.
Claim Bonus
🟠 £40 Welcome Bonus! 🟠
18+/New depositing customers on STSbet.co.uk only/11.02.20 - until further notice/First deposit min. £10/Qualifying accumulator bet with min. stake of £10 and min. 2 selections with min. odds of 1/2 (1.50) per selection/Bonus: 50% of the stake of the qualifying bet/Max bonus £40, credited once the qualifying bet has settled/Bonus wagering requirements: x6 on min. odds of 1/2 (1.50) as a single bet, or 1/2 (1.50) per selection as part of an accumulator bet. Bonus valid for any sports, for 7 days. Deposit method restrictions apply./ Full T&Cs apply/ BeGambleAware.org
Claim Bonus
♦️ Bet £15 & Get £15 FREE BET + 2 x £5.50 tickets to our Poker Tournaments! ♦️
18+ | New UK and Ireland customers only | Min £/€15 deposit get max 2 x £5.50 tickets to FootyAccums Poker League | Bet min £/€15 on sports and get £/€15 free sports bet, minimum odds must be 2.0 | Tickets credited automatically after eligible first deposit | Tickets expire in 30 days | Free bet valid for 7 days, stake not returned | T&C’s apply | BeGambleAware.org
Claim Bonus

🏆 £20 Risk Free First Bet - Money Back in CASH 🏆
New customers only, limited to one per person. If you’ve previously had a Paddy Power account, you will not qualify for the offer. Place your first bet on any Sportsbook market and if it loses we will refund your stake in CASH. Max refund for this offer is £/€20. Only deposits made using Cards or Paypal will qualify for this promotion. T&Cs apply.
Claim Bonus
🔴 Bet £10, Get £20 in free bets! 🔴
New members. £10 min deposit & bet on sportsbook, placed & settled at 1.5 min odds within 14 days of sign-up. Win part of E/W bets. 2 non-withdrawable £10 Free Bet Tokens: accept in 7 days, valid for 7 days from acceptance (ex. E/Ws & Multiples), stakes not returned. Click here for Rules & Exclusions. Bet Responsibly. BeGambleAware.org. 18+
Claim Bonus
⚡️Get up to £100 in Bet Credits⚡️
New Customers only. Up to £100* in Bet Credits. Sign up, deposit £5* or more to your account and bet365 will match your qualifying deposit in Bet Credits when you place qualifying bets to the same value and they are settled. Min odds/bet and payment method exclusions apply. Returns exclude Bet Credits stake. T&Cs, time limits & exclusions apply.
Claim Bonus
✅ BET £20 AND GET YOUR MONEY BACK IN CASH IF IT LOSES! ✅
New customers only. Deposit £20 using Debit Card or Trustly. Up to your first £20 of losses will be refunded as CASH within 24 hours of qualifying bet having been settled. T&Cs apply.
Claim Bonus
🏆 £20 Risk Free First Bet - Money Back in CASH 🏆
New customers only, limited to one per person. If you’ve previously had a Betfair account, you will not qualify for the offer. Place your first bet on any Sportsbook market and if it loses we will refund your stake in CASH. Max refund for this offer is £/€20. Only deposits made using Cards or Paypal will qualify for this promotion. T&Cs apply.
Claim Bonus
📲 MOBILE OFFER - BET £10 & GET £40 IN FREE BETS!!!!
Sign-up via Mobile using promo code N40 and place a bet of £10/€10 or more and we will give you 4x £10/€10 free bets. By entering the Promo code in the box above you agree to the full terms and conditions of this promotion as displayed below. See full terms below. 18+.
Claim Bonus
🌟 Bet £10 & Get £20 in Bonuses 🌟
18+ New Customers only. Deposit, opt in and place a £10 qualifying bet at odds of 2.00 or greater within 7 days of opening a new account; excludes cashed out bets. Receive a £10 Free Sports Bets, valid on set events only at odds 2.00 or greater, expires in 7 days.  Plus a £10 Game Show Bonus, selected games, wager 40x to withdraw a max of £250. T&Cs Apply. Please Gamble Responsibly.
Claim Bonus
BET £10 & GET A £10 FREE BET! 💪
New UK customers only. £10 Min Deposit. 100% matched free bet on your first deposit of £10. 1 x wagering at odds of 1.75+ to unlock Free Bets. Debit Card deposits only. This offer is valid for 7 days from your new account being registered. Full Terms apply. 18+. BeGambleAware.org. Bet The Responsible Way.
Claim Bonus
When The Fun Stops. Stop.