Skip to main content
Join The Club
- Join our community
17
Member Features
24/7
Access Available
5K+
Active Members
Live Q&A Sessions
Weekly interactive sessions
Member Competitions
Win exclusive prizes
Exclusive Content
Premium articles & videos
Early Access
First to see new features
Private Forums
Connect with members
Monthly Rewards
Surprise gifts & perks
GET CLUB ACCESS QUICK
For the quickest way to join, simply enter your email below and get access. We will send a confirmation and sign you up to our newsletter to keep you updated on all your football news.
By submitting your information, you confirm you are aged 16 or over, have read our Privacy Policy and agree to the Terms & Conditions.
FIND OUT ABOUT OUR MAGAZINE
Want to subscribe to the magazine? Click the button below to find out more information.
Find out more

Get Club Access Quick

Join The Club for quick access. Enter your email below and we'll send confirmation plus sign you up to our newsletter.

By submitting your information, you confirm you are aged 16 or over, have read our Privacy Policy and agree to the Terms & Conditions. Geographical rules apply.

FourFourTwo FourFourTwo FOOTBALL NEWS, FEATURES, QUIZZES
UK EditionUK AU EditionAustralia US EditionUS CA EditionCanada KR Edition대한민국 TR EditionTürkiye
Sign in
  • View Profile
  • Sign out
  • Soccer Cleat Buying Guides
  • Newsletter
  • News
  • Video
  • Features
  • Quizzes
  • Clubs
  • Membership
  • More
    • Interviews
    • Subscribe
    • The Magazine Archive
    • 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
Don't miss these
Spurs' new signing Conor Gallagher
Transfer Every signing made by Premier League clubs in January transfer window 2026
Crystal Palace boss Oliver Glasner
Player Crystal Palace fail in Liverpool transfer hijack: report
PAISLEY, SCOTLAND - AUGUST 16: St Mirren's Evan Mooney scores during the penalty shootout during a Premier Sports Cup Second Round match between St Mirren and Heart of Midlothian at the SMiSA Stadium, on August 16, 2025, in Paisley, Scotland. (Photo by Craig Williamson/SNS Group via Getty Images)
Transfer Arsenal complete after hours transfer for 'substantial fee' on deadline day
Chelsea have said two supporters have been hospitalised ahead of their clash with Napoli
Transfer Two Chelsea defenders LEAVE Stamford Bridge after latest Jeremy Jacquet development: report
Sir Jim Ratcliffe (L) and Jason Wilcox (R) at a recent Manchester United fixtures versus Wolves
Transfer Manchester United outcast plots payback after being left 'baffled' by Old Trafford deadline day decision
LONDON, ENGLAND - FEBRUARY 22: Raheem Sterling of Arsenal during the Premier League match between Arsenal FC and West Ham United FC at Emirates Stadium on February 22, 2025 in London, England. (Photo by Mark Leech/Offside/Offside via Getty Images)
Player Why free agent Raheem Sterling must sign for a club by Thursday
PARIS, FRANCE - JANUARY 28: Sandro Tonali of Newcastle United during the UEFA Champions League 2025/26 League Phase MD8 match between Paris Saint-Germain and Newcastle United FC at Parc des Princes on January 28, 2026 in Paris, France. (Photo by George Wood - UEFA/UEFA via Getty Images)
Transfer Newcastle United need to start worrying about Sandro Tonali as transfer deadline mischief teases long goodbye
Danish footballer Michael Laudrup playing for the Spanish club FC Barcelona, early 1990s. (Photo by Shaun Botterill/Getty Images)
Player ‘It was down to me or Pep Guardiola for the Barcelona job. You can’t really say that they made the wrong choice!’ Michael Laudrup opens up on missing out on the Barca job
A general view inside the stadium as both sides stand for the national anthem for the Coronation of Charles III and Camilla prior to the Premier League match between West Ham United and Manchester United at London Stadium on May 07, 2023 in London, England.
Team West Ham United are reinvesting Lucas Paqueta transfer fee immediately with ANOTHER double signing: report
Crystal Palace boss Oliver Glasner
Player Crystal Palace club-record transfer at risk of collapse as deadline day delivers latest January window blow
Omar Marmoush in action for Manchester City against Chelsea in January 2025.
Player Manchester City have agreed shock Omar Marmoush exit: report
Antonio Conte celebrates a win for Chelsea against West Ham in March 2017.
Player 'Antonio Conte wanted me to play with Eden Hazard' Manchester City legend breaks silence on failed Chelsea move during early Pep Guardiola days
EDINBURGH, SCOTLAND - DECEMBER 17: Hearts Head Coach Derek McInnes during a Heart of Midlothian press conference at Oriam, on December 17, 2025, in Edinburgh, Scotland. (Photo by Ross Parker/SNS Group via Getty Images)
Player Tottenham Hotspur transfer slammed by former boss after Arsenal battle – why the Premier League isn't always the best place for players to develop
West Ham United midfielder Lucas Paqueta
Player West Ham agree huge Lucas Paqueta sale as Brazilian leaves amid relegation battle: report
Tammy Abraham of Aston Villa scores for Aston Villa during the Sky Bet Championship match between Aston Villa and Nottingham Forest at Villa Park on November 28 2018 in Birmingham, England.
Person Aston Villa signing Tammy Abraham proves that their biggest transfer window gamble was the deal they didn't make
Trending
  • Messi in talks to leave MLS
  • Man United plot new £10m cuts
  • Ronaldo
  • Messi
  • EPL
  • Interviews
  • Transfers
  1. Person
  2. Player
  3. Stoke City

15 big transfers that fell through at the last minute

Features
By Alasdair Mackenzie published 9 August 2019

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

What if…

What if…

Transfers can be complicated matters. Sometimes the right conditions aren’t in place to get a move over the line. A bizarre range of reasons from faulty fax machines, to badly-timed holidays and ill-fated taxi rides prevented the following deals from going ahead.

Page 1 of 16
Page 1 of 16
Roy Keane to Blackburn, 1993

Roy Keane to Blackburn, 1993

Blackburn were on the verge of signing Keane following Nottingham Forest’s relegation, but manager Kenny Dalglish realised late on Friday afternoon that he hadn’t brought the correct forms and would have to wait until Monday to finalise the deal.

One phone call from Alex Ferguson was enough to convince the Irishman that a move to Manchester United would be best for his career. The two parties quickly reached an agreement, leaving Dalglish and Rovers furious.

Page 2 of 16
Page 2 of 16
Jimmy Floyd Hasselbaink to Barcelona, 2003

Jimmy Floyd Hasselbaink to Barcelona, 2003

Barcelona have historically done well with Dutch players and Louis van Gaal wanted to continue that tradition by partnering Hasselbaink with compatriots Patrick Kluivert, Marc Overmars and Frank de Boer in Catalonia.

A transfer fee was agreed and the deal was set to go ahead until a 2-0 defeat by Celta Vigo saw Van Gaal lose his job – and Hasselbaink lose his hopes of a switch to the Camp Nou.

Page 3 of 16
Page 3 of 16
Demba Ba to Stoke, 2011

Demba Ba to Stoke, 2011

Tony Pulis desperately needed a goalscorer in 2011 and thought he had his man when Stoke agreed personal terms with Ba.

However, a medical flagged up knee problems that had previously scuppered a move to Stuttgart, causing the Potters to swiftly back out of the deal. It was the wrong decision – Ba ended up at West Ham and went on to score 50 goals in England for the Hammers, Newcastle and Chelsea.

Page 4 of 16
Page 4 of 16
Willian to Tottenham, 2013

Willian to Tottenham, 2013

Everything was in place for Willian to join Tottenham in the summer of 2013, but Chelsea decided to hijack the move with a late offer of their own.

The Brazilian was at Spurs' training ground when he learned that their London rivals had entered the race for his signature. Needless to say, Daniel Levy wasn't at all happy when Willian made his excuses and headed to Cobham to sign for the Blues instead.

Page 5 of 16
Page 5 of 16
Steven Gerrard to Chelsea, 2005

Steven Gerrard to Chelsea, 2005

Chelsea did everything in their power to extract Gerrard from his beloved Liverpool, offering a huge contract and the promise of that long-awaited Premier League title.

The saga dominated summer 2005 after the darling of the Kop submitted a transfer request following the Reds’ Champions League triumph in Istanbul. A tearful farewell seemed inevitable, only for Gerrard to change his mind as the fans threatened to turn against him.

Page 6 of 16
Page 6 of 16
David de Gea to Real Madrid, 2015

David de Gea to Real Madrid, 2015

De Gea was identified by Real Madrid as the man to succeed the legendary Iker Casillas, but negotiations between los Blancos and Manchester United were painfully slow.

Madrid finally looked to have snared their man on deadline day, but a problem with the paperwork saw the move collapse at the last minute. Four years on and De Gea remains a United player.

Page 7 of 16
Page 7 of 16
Daniel James to Leeds, 2019

Daniel James to Leeds, 2019

James was a wanted man in January, and Leeds agreed a deal to take him to Elland Road on loan with a permanent transfer to follow if they reached the top flight.

Everything was going to plan and the winger even passed his medical and spent deadline day hanging around the Whites’ training ground. But Swansea had second thoughts, pulling out of the deal at the final hour. A few months later he became a Manchester United player, much to Leeds fans' chagrin

Page 8 of 16
Page 8 of 16
Alexis Sanchez to Manchester City, 2017

Alexis Sanchez to Manchester City, 2017

Everything appeared to be in place for some big Premier League movements on deadline day in August 2017 after Arsenal agreed a British record £92m deal for Monaco’s Thomas Lemar, opening the door for Sanchez’s £60m switch to the Etihad.

However, everything soon collapsed when Lemar decided against joining the Gunners, which in turn saw City miss out on the Chilean as Arsenal decided they could no longer afford to lose him. Judging by how things have gone for Sanchez at Manchester United, maybe it wasn’t such a bad thing after all.

Page 9 of 16
Page 9 of 16
Robinho to Chelsea, 2008

Robinho to Chelsea, 2008

The Brazilian was the first big-name arrival of the Abu Dhabi era at Manchester City, but it took a late bid from the newly-money club to hijack Chelsea’s deal. It was a dramatic turn of events that even confused the player himself.

“I knew I was going to play in England but I didn't know for which team,” Robinho told City TV in 2015. "I was very happy when I found that I had the opportunity to play for Manchester City.”

Page 10 of 16
Page 10 of 16
Zlatan Ibrahimovic to Arsenal, 2000

Zlatan Ibrahimovic to Arsenal, 2000

The Swede met with Arsene Wenger in 2000 to discuss a potential move to London and even posed for pictures holding an Arsenal shirt with his name printed on the back.

However, Wenger made one crucial mistake which ultimately scuppered the deal: he asked Ibrahimovic to have a trial first. "I couldn't believe it,” the striker later said. “I was like, 'No way, Zlatan doesn't do auditions'.”

Page 11 of 16
Page 11 of 16
Emmauel Petit to Tottenham, 1997

Emmauel Petit to Tottenham, 1997

An integral part of Arsene Wenger’s first great Arsenal side, Petit has since revealed that he was close to joining the club's north London rivals in 1997. The midfielder held a meeting with then-Spurs chairman Alan Sugar, who tabled a contract offer that Petit said he'd mull over.

Instead, the Frenchman took a taxi - paid for by Sugar, no less - from White Hart Lane to Wenger's house, where he agreed to sign for Arsenal. Ouch.

Page 12 of 16
Page 12 of 16
Paul Gascoigne to Manchester United, 1988

Paul Gascoigne to Manchester United, 1988

Gascoigne was a man in demand after his exploits at Newcastle, but the midfielder gave Alex Ferguson his word that he would join Manchester United in summer 1988.

Fergie promptly headed off on holiday believing the deal was done, only to be told while sunning himself in Malta that Gazza had signed for Tottenham instead. It would take the Scot another five years to win his first league title at Old Trafford.

Page 13 of 16
Page 13 of 16
Leroy Fer to Aston Villa, 2019

Leroy Fer to Aston Villa, 2019

Swansea skipper Fer looked destined for Villa Park at the end of the January transfer window, with the West Midlanders having fought off competition from Lille.

However, Villa had late concerns over the Dutchman’s hamstrings, while Fer had second thoughts about making what he considered to be a sideways step. The move duly fell through and the midfielder instead joined Feyenoord a few months later.

Page 14 of 16
Page 14 of 16
Peter Odemwingie to QPR, 2013

Peter Odemwingie to QPR, 2013

Sky Sports’ deadline-day coverage peaked in 2013 when Odemwingie decided to take things into his own hands to force through a move to QPR. The striker drove all the way to London to try and speed up his proposed transfer, then told the waiting cameras that he was ready to begin a “new chapter”.

It was a shame, then, that the clubs weren’t; a deal couldn’t be struck before the 11pm deadline and Odemwingie was forced to return to the team-mates he'd already said goodbye to. Awkward.

Page 15 of 16
Page 15 of 16
Lee Bowyer to Birmingham, 2005

Lee Bowyer to Birmingham, 2005

Bowyer was unsurprisingly put on the market after scrapping with his Newcastle team-mate Kieron Dyer in the middle of a game against Aston Villa, and the Magpies looked to have found a buyer when Birmingham came knocking.

However, a group of Blues fans weren’t happy about the prospect of the midfielder's arrival and began an online protest that made the midfielder change his mind about the move. Fast forward four years and Bowyer ended up at St Andrew's after all.

Page 16 of 16
Page 16 of 16
TOPICS
Barcelona Blackburn Rovers Tottenham Hotspur Real Madrid Birmingham City Chelsea Leeds United Manchester United Queens Park Rangers Manchester City Arsenal
Alasdair Mackenzie

Alasdair Mackenzie is a freelance journalist based in Rome, and a FourFourTwo contributor since 2015. When not pulling on the FFT shirt, he can be found at Reuters, The Times and the i. An Italophile since growing up on a diet of Football Italia on Channel 4, he now counts himself among thousands of fans sharing a passion for Ross County and Lazio. 

Read more
General view of the Etihad Stadium ahead of Manchester City vs Wolves in the Premier League in May 2024.
'I feared for my career when Man City deal collapsed' Premier League star opens up on impact of failed transfer
 
 
Luis Figo of Barcelona
‘We were all disappointed, but the real question was why Figo left. It’s just not normal for a Barcelona player to join Real Madrid’ Jari Litmanen on Luis Figo’s explosive Nou Camp exit
 
 
Crystal Palace boss Oliver Glasner
Crystal Palace club-record transfer at risk of collapse as deadline day delivers latest January window blow
 
 
Max Aarons
‘It’s crazy to think I was linked with Barcelona, but you can’t let yourself dwell on these things’ Max Aarons opens up on his Camp Nou move that never happened
 
 
Spurs' new signing Conor Gallagher
Every signing made by Premier League clubs in January transfer window 2026
 
 
Antonio Conte celebrates a win for Chelsea against West Ham in March 2017.
'Antonio Conte wanted me to play with Eden Hazard' Manchester City legend breaks silence on failed Chelsea move during early Pep Guardiola days
 
 
Latest in Player
EDINBURGH, SCOTLAND - DECEMBER 17: Hearts Head Coach Derek McInnes during a Heart of Midlothian press conference at Oriam, on December 17, 2025, in Edinburgh, Scotland. (Photo by Ross Parker/SNS Group via Getty Images)
Tottenham Hotspur transfer slammed by former boss after Arsenal battle – why the Premier League isn't always the best place for players to develop
 
 
Antonio Conte celebrates a win for Chelsea against West Ham in March 2017.
'Antonio Conte wanted me to play with Eden Hazard' Manchester City legend breaks silence on failed Chelsea move during early Pep Guardiola days
 
 
Liverpool and Egypt forward Mohamed Salah
Mo Salah linked with transfer away from Liverpool with bargain price tag and bizarre commute revealed
 
 
LONDON, ENGLAND - FEBRUARY 22: Raheem Sterling of Arsenal during the Premier League match between Arsenal FC and West Ham United FC at Emirates Stadium on February 22, 2025 in London, England. (Photo by Mark Leech/Offside/Offside via Getty Images)
Why free agent Raheem Sterling must sign for a club by Thursday
 
 
HULL, ENGLAND - JULY 29: Brandon Williams of Hull City during the pre-season friendly match between Hull City and Sunderland at MKM Stadium on July 29, 2025 in Hull, England. (Photo by Robbie Jay Barratt - AMA/Getty Images)
Former Manchester United academy star back at square one after new club agrees contract termination
 
 
MANCHESTER, ENGLAND - JANUARY 24: Marc Guehi of Manchester City during the Premier League match between Manchester City and Wolverhampton Wanderers at Etihad Stadium on January 24, 2026 in Manchester, England. (Photo by Alex Livesey - Danehouse/Getty Images)
Why Marc Guehi can't play in Manchester City's Carabao Cup semi-final vs Newcastle United
 
 
Latest in Features
HUDDERSFIELD, ENGLAND - SEPTEMBER 24: Kalvin Phillips of Manchester City during the Carabao Cup Third Round match between Huddersfield Town and Manchester City at Accu Stadium on September 24, 2025 in Huddersfield, England. (Photo by Robbie Jay Barratt - AMA/Getty Images)
How to watch Sheffield United vs Oxford United: Live streams, TV channels after Kalvin Phillips joins Blades on deadline day
 
 
Man City trickster Rayan Cherki is bound to make headlines this season
How to watch Manchester City vs Newcastle United: Live streams, TV channels as the Carabao Cup holders face an uphill battle to reach Wembley again
 
 
Gabriel Jesus of Arsenal celebrates scoring his team's first goal with teammate Eberechi Eze during the UEFA Champions League 2025/26 League Phase MD7 match between FC Internazionale Milano and Arsenal FC at Stadio San Siro on January 20, 2026 in Milan, Italy.
How to watch Arsenal vs Chelsea: Free streams, TV channels as London rivals meet in the Carabao Cup semi-final 2nd leg
 
 
Sunderland defender Reinildo
How to watch Sunderland vs Burnley: Live streams, TV coverage as two promoted sides face off at the Stadium of Light
 
 
Tottenham striker Dominic Solanke
How to watch Spurs vs Man City: Live streams, TV coverage as Thomas Frank faces pressure to turn Premier League fortunes around
 
 
Liverpool flags wave on the Kop as the fans sing 'you'll never walk alone' prior to the Premier League match between Liverpool FC and Ipswich Town FC at Anfield on January 25, 2025 in Liverpool, England.
Last minute Premier League tickets! Classic fixtures, title race games and grudge matches with great seat deals available this weekend
 
 
LATEST ARTICLES
  1. EDINBURGH, SCOTLAND - DECEMBER 17: Hearts Head Coach Derek McInnes during a Heart of Midlothian press conference at Oriam, on December 17, 2025, in Edinburgh, Scotland. (Photo by Ross Parker/SNS Group via Getty Images)
    1
    Tottenham Hotspur transfer slammed by former boss after Arsenal battle – why the Premier League isn't always the best place for players to develop
  2. 2
    How to watch Manchester City vs Newcastle United: Live streams, TV channels as the Carabao Cup holders face an uphill battle to reach Wembley again
  3. 3
    'Antonio Conte wanted me to play with Eden Hazard' Manchester City legend breaks silence on failed Chelsea move during early Pep Guardiola days
  4. 4
    Mo Salah linked with transfer away from Liverpool with bargain price tag and bizarre commute revealed
  5. 5
    Why free agent Raheem Sterling must sign for a club by Thursday

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

Add as a preferred source on Google
  • 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...