Skip to main content
FourFourTwo FourFourTwo FOOTBALL NEWS, FEATURES, QUIZZES
Sign in
  • View Profile
  • Sign out
flag of UK
UK
flag of Australia
Australia
flag of US
US
flag of Canada
Canada
flag of 대한민국
대한민국
flag of Türkiye
Türkiye
  • Soccer Cleat Buying Guides
  • Newsletter
  • News
  • Video
  • Features
  • Quizzes
  • Clubs
  • More
    • Interviews
    • The Magazine Archive
    • Subscribe
    • Lists
    • How to watch
    • About
FourFourTwo Magazine
FourFourTwo Magazine
Why subscribe?
  • Fascinating feature articles, covering everything from grass-roots football to the international scene
  • 'ACCESS ALL AREAS' pass to exclusive interviews with the biggest and best names in the game!
From$29.99
Subscribe now
Trending
  • WATCH the UCL
  • Transfers
  • Interviews
  • Messi
  • Ronaldo
  • EPL
Recommended reading
An aerial view of Wembley Stadium
Analysis EFL play-off finals preview: The pick of the facts and stats ahead of this weekend's Wembley triple-header
Jules Breach
JULES BREACH: Crystal Palace, Spurs and Arsenal Women showed that clubs who dare to dream really can defy the odds and enjoy success
A Leeds United fan, A Burnley fan and a Sunderland fan
Blog Will All Three Promoted Clubs Be Relegated From The Premier League Again?
Marc Guehi lifts the FA Cup after Crystal Palace's win over Manchester City in the final in May 2025.
Lists Biggest FA Cup final shocks
Fantasy Premier League: FPL team names
Stories Fantasy Premier League: 550 FPL team names for the 2025-26 football season
Billy Sharp
Stories 'I still love Sheffield United, but I’ve never seen the club score a goal in a play-off final – I hope it’s promotion this time, and my kids don’t have to experience what I did' Billy Sharp exclusive with FourFourTwo
Virgil van Dijk of Liverpool, lifts the Premier League trophy after his team's victory in the Premier League match between Liverpool FC and Crystal Palace FC at Anfield on May 25, 2025 in Liverpool, England.
Quiz Quiz! Can you name the 92 teams in the English Football League in the 2025/26 season?
  1. Features

10 of football’s cruellest relegations ever: five-team play-offs, court cases... and a German Shepherd

By Greg Lea published 9 April 2018

When you purchase through links on our site, we may earn an affiliate commission. Here’s how it works.

Most painful relegations

Most painful relegations

David James once said that relegation was “the single most traumatic experience you can have in a football career”. And that’s coming from a man who’s been coached by Alan Pardew.

Some teams get used to the idea of going down – in 2008, hopeless Derby were consigned to the drop 48 hours before April Fool’s Day, and eight years later Joleon Lescott described confirmation of Aston Villa’s relegation as a “weight off the shoulders”. Naturally, that went down well around Villa Park.

In this slideshow, we pick out 10 of football’s cruellest ever relegations.

Page 1 of 11
Page 1 of 11
10. Millwall (1995-96)

10. Millwall (1995-96)

The Lions had been sitting pretty atop the second-tier table in December 1995, but were already sliding by the time boss Mick McCarthy took the Republic of Ireland job in February. Replacement Jimmy Nicholl couldn't stop the rot: after Armistice Day the Lions only managed four wins, and by the final day they needed a fifth to ensure their safety.

Sadly for Millwall, they could only manage a goalless draw at home to Ipswich and duly sank into the bottom three for the first time that season. Remarkably, they almost repeated the trick the following campaign when they nosedived from top in December to an eventual 14th.

Page 2 of 11
Page 2 of 11
9. Manchester City (1995-96)

9. Manchester City (1995-96)

It's the sort of tragicomic tall tale that used to make people say "Only at City..." Thanks to one almighty communication breakdown, Alan Ball's team purposefully wasted time when they needed a goal to avoid relegation from the top flight.

On the last day, City were only below the dots on goal difference from Coventry and Southampton. Having clawed back a two-goal deficit against Liverpool, 18th-placed City must have fancied their chances of survival – even more so when Ball apparently heard Saints were losing at home to Wimbledon.

Ball instructed City to run down the clock, only for a substituted Niall Quinn to learn that Saints were, in fact, still level. Cue a half-dressed race down the tunnel to inform his teammates they needed a winner. They didn’t get it.

Page 3 of 11
Page 3 of 11
8. York City (1998-99)

8. York City (1998-99)

York spent just seven minutes in the bottom three during their 1998-99 third-tier campaign. Unfortunately for them, it happened to be the final seven minutes of the season.

Despite hovering above the drop zone going into the final day, Neil Thompson’s side must have still been relatively confident they wouldn’t fall through the trapdoor. Both Wycombe and Oldham needed victories to leapfrog them, and York could guarantee survival anyway by beating Manchester City, who were locked into the play-offs.

Instead, the nightmare scenario unfolded in front of their eyes: York got battered 4-0, Oldham beat Reading 2-0 and Wycombe grabbed a 83rd-minute winner against Lincoln.

Page 4 of 11
Page 4 of 11
7. Bristol Rovers (2013-14)

7. Bristol Rovers (2013-14)

Bristol Rovers not only had to suffer the agony of relegation from the Football League for the first time ever in 2014 – they were also beaten by a club sporting their very own strip.

A kit mishap meant visitors Mansfield were forced to wear Rovers’ away shirt during their vital encounter at the Memorial Stadium. Going in, the Gas were two places and three points above the drop zone – meaning only a loss for them plus victories for Northampton and Wycombe would send them down.

But Mansfield were in no mood to return any generosity. After Colin Daniel put the Stags ahead in the first half, a desperate Rovers hit the woodwork three times but couldn’t find the equaliser. Sure enough, both Wycombe and Northampton won. 

Page 5 of 11
Page 5 of 11
6. Birmingham (2010-11)

6. Birmingham (2010-11)

With the title and top four sorted out, the Premier League spotlight turned to Survival Sunday as five sides vied to avoid the two remaining drop-spots. Wolves, Wigan, Blackburn, Blackpool and Birmingham continually swapped places in the table, but at 5.45pm, the Blues were safe.

But then Wolves pulled a goal back at home to Blackburn; they were still losing 3-2, but that result would keep both teams up unless Birmingham, nervously defending a 1-1 scoreline at Spurs, could suddenly bag a winner. It took a while for Alex McLeish to tell his players they suddenly needed a goal - and as they poured forward Roman Pavlyuchenko scored an injury-time winner, thus confirming their relegation with Blackpool.

Page 6 of 11
Page 6 of 11
5. Lincoln (1986-87)

5. Lincoln (1986-87)

A future World Cup hero, an unwanted historic milestone and a toothy German Shepherd all played an integral part in this bonkers final-day Division Four drama in 1986-87.

Lincoln looked to have avoided the ignominy of becoming the first team ever to be automatically demoted to the Conference when rivals Torquay went 2-0 down at home to a Crewe outfit starring David Platt. But they didn’t bank on the tenacity of Jim McNichol.

After grabbing one back for Gillingham, McNichol raced upfield in search of a second, only to be attacked by a police dog who left him requiring 17 stitches. It was in the resulting five minutes of stoppage time that Torquay managed to draw level and push Lincoln into the record books.

Page 7 of 11
Page 7 of 11
4. Doncaster (2013-14)

4. Doncaster (2013-14)

Seventeenth-placed Doncaster must have felt reasonably positive about their Championship status with 16 minutes of the 2013-14 campaign left to play. Rovers were drawing with league champions Leicester, while the team directly below them, Birmingham, were trailing Bolton 1-0 – thus requiring a three-goal swing in just over quarter of an hour.

Despite the Foxes converting a penalty soon after, another Bolton goal soon extinguished any panic. Or at least it should have: Birmingham pulled one back with 12 minutes to go, then struck a 93rd-minute winner to save their own skin and consign poor Doncaster to the third division.

Page 8 of 11
Page 8 of 11
3. Peterborough (2012-13)

3. Peterborough (2012-13)

Peterborough had spent most of their 2012-13 Championship season staring demotion in the face, but five victories from their last 12 games meant they went into the final day above the drop zone on goal difference. Leading play-off-bound Crystal Palace 2-1 with just nine minutes left, Posh looked set to climb above Millwall (losing at Derby) and Huddersfield (trailing to Barnsley) into a 19th-place finish.

But then everything went wrong. Huddersfield and Palace both scored equalisers in quick succession, leaving Peterborough in the precarious position of 21st. Darren Ferguson’s side then leaked an 89th-minute Mile Jedinak header at Selhurst Park and slipped below the dreaded dotted line. They were relegated on 54 points, just 14 fewer than play-off qualifiers Leicester.

Page 9 of 11
Page 9 of 11
2. Sheffield United (2006-07)

2. Sheffield United (2006-07)

Neil Warnock’s charges only needed a point from their drop-dodging battle with fellow strugglers Wigan, who lay three points beneath them. But even a loss wouldn’t be the end of the world, considering a Blades relegation would also require West Ham to win at Old Trafford.

However, having already lifted their ninth Premier League title, a relaxed Manchester United allowed the Carlos Tevez-inspired Hammers victory. Many believed the fiery Argentinian shouldn’t have been on the pitch following the rule-breaching transfer scandal that earned West Ham a hefty fine but, ultimately, no points deduction. A furious Sheffield United appealed, but after an agonising two-month wait their relegation was confirmed. They haven't been back in the top flight since.

Page 10 of 11
Page 10 of 11
1. Real Betis (2008-09)

1. Real Betis (2008-09)

On La Liga's own Survival Sunday in 2009, five clubs battled to avoid the final relegation place. By the day’s end, Sporting Gijon, Osasuna, Real Valladolid, Getafe and Real Betis were separated by a single point – but it was the latter who’d been sent down to the Segunda by just one goal.

Nearly every team entered the drop zone throughout the evening, so when Betis – who were drawing against Valladolid – did so just after the hour mark, they could have assumed it wouldn’t be for long.

Just a goal in their favour in any of the four relevant games would have lifted them out of trouble. But the remaining 24 minutes came and went without any scoreline changes, and Betis were relegated with a goal difference of -7, just inferior to Getafe’s -6. Ouch.

Page 11 of 11
Page 11 of 11
Greg Lea
Greg Lea
Social Links Navigation

Greg Lea is a freelance football journalist who's filled in wherever FourFourTwo needs him since 2014. He became a Crystal Palace fan after watching a 1-0 loss to Port Vale in 1998, and once got on the scoresheet in a primary school game against Wilfried Zaha's Whitehorse Manor (an own goal in an 8-0 defeat).

Read more
An aerial view of Wembley Stadium
EFL play-off finals preview: The pick of the facts and stats ahead of this weekend's Wembley triple-header
Jules Breach
JULES BREACH: Crystal Palace, Spurs and Arsenal Women showed that clubs who dare to dream really can defy the odds and enjoy success
A Leeds United fan, A Burnley fan and a Sunderland fan
Will All Three Promoted Clubs Be Relegated From The Premier League Again?
Marc Guehi lifts the FA Cup after Crystal Palace's win over Manchester City in the final in May 2025.
Biggest FA Cup final shocks
Fantasy Premier League: FPL team names
Fantasy Premier League: 550 FPL team names for the 2025-26 football season
Billy Sharp
'I still love Sheffield United, but I’ve never seen the club score a goal in a play-off final – I hope it’s promotion this time, and my kids don’t have to experience what I did' Billy Sharp exclusive with FourFourTwo
Latest in Lists
The 100 most expensive football transfers of all time: Florian Wirtz is unveiled as a Liverpool player after his signing at AXA Training Centre on June 20, 2025 in Kirkby, England.
The 100 most expensive football transfers of all time
Best football adverts
The 14 best football adverts EVER
Football Manager 2026 wonderkids
Football Manager 2026 wonderkids: The FM26 young stars we predict for the game
The 100 most expensive football transfers of all time: Florian Wirtz is unveiled as a Liverpool player after his signing at AXA Training Centre on June 20, 2025 in Kirkby, England.
The 100 most expensive football transfers of all time
NOTTINGHAM, ENGLAND - JANUARY 30: Laura Woods, TNT Sports presenter before the Premier League match between Nottingham Forest and Arsenal FC at City Ground on January 30, 2024 in Nottingham, England. (Photo by Richard Sellers/Sportsphoto/Allstar via Getty Images)
Women's Euro 2025: Who are the ITV presenters, pundits and commentators?
BBC Sport Presenter, Alex Scott, reacts prior to the Barclays Women's Super League match between Everton and Manchester City at Walton Hall Park on December 15, 2024 in Liverpool, England.
Women's Euro 2025: Who are the BBC presenters, pundits and commentators?
Latest in Features
Fans of England show their support as they wait for the England Women's team victory parade and celebration on July 29, 2025 in London, England. England defeated Spain in the UEFA Women's EURO 2025 Final to retain the trophy on 27 July.
Content funding on FourFourTwo.com
Mikel Arteta, Manager of Arsenal during the Arsenal Premier League Headshots 25/26 at London Colney on August 12, 2025 in St Albans, England.
Arsenal boss Mikel Arteta has identified his perfect forward - and he's already signed a deal
Cristiano Ronaldo celebrates after scoring for Manchester United against Newcastle in January 2008.
Quiz! Can you name every player to score 150 goals across 2+ of Europe's top five leagues?
Xabi Alonso speaks to the media following his unveiling as Real Madrid coach in May 2025.
Real Madrid vs Osasuna live streams: How to watch Los Blancos' La Liga opener
Elland Road ahead of Leeds' season opener against Everton
Leeds United fans taunt Everton in off-camera moment after penalty controversy
Russell Martin is the new Rangers boss
Rangers vs Club Brugge live streams: How to watch the Champions League play-off
LATEST ARTICLES
  1. Cristiano Ronaldo celebrates after scoring for Manchester United against Newcastle in January 2008.
    1
    Quiz! Can you name every player to score 150 goals across 2+ of Europe's top five leagues?
  2. 2
    Content funding on FourFourTwo.com
  3. 3
    Real Madrid vs Osasuna live streams: How to watch Los Blancos' La Liga opener
  4. 4
    Alexander Isak report: Newcastle striker absent from external event as Liverpool stand-off continues
  5. 5
    Rangers vs Club Brugge live streams: How to watch the Champions League play-off

FourFourTwo is part of Future US Inc, an international media group and leading digital publisher. Visit our corporate site.

  • Terms and conditions
  • Contact Future's experts
  • Privacy policy
  • Cookies policy
  • Accessibility statement
  • Careers
  • About FourFourTwo
  • Advertise with us
  • Worldwide
  • How to pitch to FourFourTwo

© Future US, Inc. Full 7th Floor, 130 West 42nd Street, New York, NY 10036.

Please login or signup to comment

Please wait...