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
Exclusive Newsletters
Football news direct to your inbox
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.

Background

Welcome to the club !

Hi ,

Your membership journey starts here.

Keep exploring and earning more as a member.

MY ACCOUNT

Badge picture

Earn Your First Badge

Complete 1 quiz to unlock your first badge.

Keep Earning Badges

Explore ways to get more involved as a member.
Football Quizzes

Football Quizzes

Quick quizzes for football fans.

Play Now
Football Crosswords

Football Crosswords

Football-themed crossword challenges.

Play Now

See what you’ve unlocked.

Explore your membership benefits.

Explore

Members Exclusive

Find the subscription that suits you

Find the subscription that suits you

We’ve highlighted the subscriptions our members get the most value from.

Explore

Sign Out
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
Roy Keane
Player ‘Sunderland were going places under Roy Keane, but when the results dipped, he was off’ Phil Bardsley on his former Man United team-mate’s Black Cats managerial stint
Arsene Wenger
Player ‘I was really close to choosing Arsenal when I was younger. I was having steak with Arsene Wenger and thought, “Is he going to judge me if I eat the fries?”’ Martin Odegaard on almost joining Arsenal as a teenager
Brazilian Rivaldo embraces forward Ronaldo (R) after he scored the second goal, 16 June at the Stade de la Beaujoire in Nantes, during their 1998 Soccer World Cup group A first round match against Morocco. Brazil won 3-0.
Player Quizzes Quiz! Can you tell us the club these 100 players DIDN'T play for?
Boudewijn Zenden 2007
Player ‘The 2007 Champions League Final was a missed opportunity for Liverpool. That Milan defeat still hurts me today’ Bolo Zenden on his huge Anfield regret
Spurs' new signing Conor Gallagher
Transfer Every signing made by Premier League clubs in January transfer window 2026
Liverpool boss Arne Slot
Person ‘Don’t do this to us!’ Liverpool star's team-mate comes clean about transfer talk
Jude Bellingham celebrates after scoring for Real Madrid against Napoli in the Champions League in November 2023.
Player Quizzes Quiz! Can you name the 50 most expensive transfer moves by English players?
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
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
Alex Ferguson
Coaches & Managers 'Sir Alex Ferguson never forgives me' Manchester United legend STILL hasn't buried the hatchet with Premier League icon
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
Liverpool forward Mohamed Salah
Player This is where Mohamed Salah will go in January: Liverpool star's potential destinations ranked
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
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
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
Trending
  • Spurs begin new manager search
  • Ødegaard: 'This is going to be our year'
  • Ronaldo
  • EPL
  • Interviews
  • Transfers
  • Messi
  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
LIVERPOOL, ENGLAND - JANUARY 12: Hugo Ekitike of Liverpool celebrates scoring a goal with team mate Florian Wirtz during the Emirates FA Cup Third Round match between Liverpool and Barnsley on January 12, 2026 in Liverpool, England. (Photo by Jan Kruger/Getty Images)
Liverpool duo go in search of Tottenham Hotspur record already belonging to much-loved pair
 
 
Jude Bellingham was initially expected to miss a month with a hamstring injury but that could now be longer
England star's World Cup hopes suffer major blow after club setback
 
 
LONDON, ENGLAND - FEBRUARY 7: Kai Havertz of Arsenal during the Premier League match between Arsenal and Sunderland at Emirates Stadium on February 7, 2026 in London, England. (Photo by Vince Mignott/MB Media/Getty Images)
Is Kai Havertz injured this week? Injury latest on Arsenal forward
 
 
An aerial view of Wembley Stadium
England set to lose ex-Chelsea wonderkid to rival nation before 2026 World Cup
 
 
PSG forward Ousmane Dembele
Ousmane Dembele trash talk to ex-Spurs man caught on camera
 
 
LONDON, ENGLAND - FEBRUARY 10: Wilson Odobert of Tottenham Hotspur receives medical treatment after appearing to be injured during the Premier League match between Tottenham Hotspur and Newcastle United at Tottenham Hotspur Stadium on February 10, 2026 in London, England. (Photo by Steve Bardens/Getty Images)
Spurs suffer new suspected long-term injury
 
 
Latest in Features
Get yourself down to the Emirates Stadium
Last minute FA Cup tickets! Get a luxury fourth round experience at a Premier League ground
 
 
Igor Tudor has plenty of experience under his belt
Who is Igor Tudor? Tottenham Hotspur’s new manager revealed
 
 
Details of the Jamaica 26 x Bob Marley Home and Away Authentic Jerseys
Is This Love? The Jamaica Bob Marley-inspired World Cup kits will have you jamming this summer
 
 
Liverpool forward Cody Gakpo
How to watch Liverpool vs Brighton: FA Cup details, live stream and TV info
 
 
Aston Villa defender Matty Cash
How to watch Aston Villa vs Newcastle United: FA Cup details, free stream and TV info
 
 
Antoine Semenyo of Manchester City celebrates scoring his team's second goal during the Premier League match between Manchester City and Wolverhampton Wanderers at Etihad Stadium on January 24, 2026 in Manchester, England.
Can I watch Man City vs Salford on TV? Live streams, TV listings for FA Cup 4th round tie
 
 
LATEST ARTICLES
  1. Martin Odegaard
    1
    ‘Now I can understand how crazy joining Real Madrid was, going there so young, with all of that attention and pressure. I didn’t think about it too much back then’ Martin Odegaard opens up on joining Real Madrid as a 15-year-old
  2. 2
    How to watch Liverpool vs Brighton: FA Cup details, live stream and TV info
  3. 3
    ‘How often do you get the chance to win a club’s first-ever trophy? That was a very special day’ Bolo Zenden on what it meant to fire Middlesbrough to their first-ever trophy
  4. 4
    How to watch Aston Villa vs Newcastle United: FA Cup details, free stream and TV info
  5. 5
    ‘Manchester United needed a manager who understood the club’s culture. David Moyes arrived with a small-club mentality and made poor decisions’ Nani on why Red Devils struggled after Sir Alex Ferguson’s retirement

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...