..
| TOP TEN MOST EXPENSIVE SPURS SIGNINGS | TOP TEN MOST EXPENSIVE SPURS SALES | ||||||||
| Season | Player | Club | Date | Fee | Season | Player | Club | Date | Fee |
| 2024/25 | Dominic Solanke | AFC Bournemouth | Aug-22 | £65,000,000 | 2023/24 | Harry Kane | Bayern Munich | Aug-23 | £86,400,000 |
| 2019/20 | Tanguy Ndombele | Lyon | Jul-19 | £55,000,000 | 2013/14 | Gareth Bale | Real Madrid | Sep-13 | £85,300,000 |
| 2022/23 | Richarlison | Everton | Jul-22 | £50,000,000 | 2017/18 | Kyle Walker | Manchester City | Aug-17 | £50,000,000 |
| 2023/24 | Brennan Johnson | Nottingham Forest | Sep-23 | £47,500,000 | 2008/09 | Dimitar Berbatov | Manchester United | Sep-08 | £30,750,000 |
| 2021/22 | Christian Romero | Atalanta | Jul-21 | £42,500,000 | 2012/13 | Luka Modric | Real Madrid | Aug-12 | £29,316,219 |
| 2017/18 | Davinson Sanchez | Ajax Amsterdam | Aug-17 | £42,000,000 | 2022/23 | Steve Bergwijn | Ajax | Jul-22 | £26,400,000 |
| 2024/25 | Archie Gray | Leeds United | Jul-24 | £40,000,000 | 2019/20 | Christian Eriksen | Inter Milan | Jan-20 | £24,175,000 |
| 2023/24 | James Maddison | Leicester City | Jun-23 | £40,000,000 | 2008/09 | Robbie Keane | Liverpool | Jul-08 | £20,300,000 |
| 2023/24 | Micky van de Ven | VfL Wolfsburg | Aug-23 | £34,500,000 | 2019/20 | Kieran Trippier | Atletico Madrid | Jul-19 | £20,000,000 |
| 2022/23 | Pedro Porro | Sporting Lisbon | Jan-23 | £34,500,000 | 2006/07 | Michael Carrick | Manchester United | Aug-06 | £18,600,000 |
| PLAYERS SIGNING FOR TOTTENHAM HOTSPUR | PLAYERS LEAVING TOTTENHAM HOTSPUR | ||||||||
| Season | Player | Club | Date | Fee | Season | Player | Club | Date | Fee |
| 2024/25 | Wilson Odobert | Burnley | Aug-22 | Undisclosed | |||||
| 2024/25 | Dominic Solanke | AFC Bournemouth | Aug-22 | £65,000,000 | |||||
| 2024/25 | Lucas Bergvall | Djurgården | Jul-22 | £8,500,000 | |||||
| 2024/25 | Archie Gray | Leeds United | Jul-24 | £40,000,000 | |||||
| 2023/24 | Radu Dragusin | Genoa | Jan-24 | £21,500,000 | |||||
| 2023/24 | Timo Werner | RB Leipzig | Jan-24 | loan | |||||
| 2023/24 | Brennan Johnson | Nottingham Forest | Sep-23 | £47,500,000 | |||||
| 2023/24 | Alejo Véliz | Rosario Central | Aug-23 | £12,000,000 | |||||
| 2023/24 | Micky van de Ven | VfL Wolfsburg | Aug-23 | £34,500,000 | |||||
| 2023/24 | Ashley Phillips | Blackburn Rovers | Jul-23 | £2,000,000 | |||||
| 2023/24 | Manor Solomon | Shaktar Donetsk | Jul-23 | free | |||||
| 2023/24 | James Maddison | Leicester City | Jun-23 | £40,000,000 | |||||
| 2023/24 | Guglielmo Vicario | Empoli | Jun-23 | £17,200,000 | |||||
| 2022/23 | Pedro Porro | Sporting Lisbon | Jan-23 | £34,500,000 | |||||
| 2022/23 | Arnaut Danjuma | Villarreal | Jan-23 | Loan | 2023/24 | Arnaut Danjuma | return from loan | Jul-23 | Released |
| 2022/23 | Djed Spence | Middlesbrough | Jul-22 | £20,000,000 | |||||
| 2022/23 | Clément Lenglet | Barcelona | Jul-22 | Loan | 2023/24 | Clément Lenglet | return from loan | Jul-23 | Released |
| 2022/23 | Will Lankshear | Sheffield United | Jul-22 | £1,000,000 | |||||
| 2022/23 | Destiny Udogie | Udinese | Aug-22 | £21,000,000 | |||||
| 2022/23 | Fraser Forster | Southampton | Jul-22 | free | |||||
| 2022/23 | Richarlison | Everton | Jul-22 | £50,000,000 | |||||
| 2022/23 | Ivan Perišic | Inter Milan | Jul-22 | free | 2023/24 | Ivan Perišic | end of contract | Jul-24 | Released |
| 2022/23 | Yves Bissouma | Brighton & HA | Jun-22 | £25,000,000 | |||||
| 2021/22 | Dejan Kulusevski | Juventus | Jan-22 | £25,000,000 | |||||
| 2021/22 | Rodrigo Bentancur | Juventus | Jan-22 | £15,860,000 | |||||
| 2021/22 | Charlie Sayers | Southend United | Dec-21 | Undisclosed | 2023/24 | Charlie Sayers | end of contract | Jul-24 | Released |
| 2021/22 | Emerson Royal | Barcelona | Aug-21 | £25,750,000 | |||||
| 2021/22 | Pape Matar Sarr | Metz | Aug-21 | £14,600,000 | |||||
| 2021/22 | Bryan Gil | Seville | Jul-21 | £21,600,000 | |||||
| 2021/22 | Christian Romero | Atalanta | Jul-21 | £42,500,000 | |||||
| 2021/22 | Pierluigi Gollini | Atalanta | Jul-21 | loan | 2022/23 | Pierluigi Gollini | return from loan | Jul-22 | Released |
| 2020/21 | Joe Rodon | Swansea City | Oct-20 | £11,000,000 | 2023/24 | Joe Rodon | end of contract | Jul-24 | Released |
| 2020/21 | Sergio Reguilon | Real Madrid | Sep-20 | £32,000,000 | |||||
| 2020/21 | Gareth Bale | Real Madrid | Sep-20 | loan | 2021/22 | Gareth Bale | Real Madrid | Jul-21 | Released |
| 2020/21 | Matt Doherty | Wolves | Aug-20 | £15,000,000 | 2022/23 | Matt Doherty | Atlético Madrid | Jan-23 | Released |
| 2020/21 | Joe Hart | Free Agent | Aug-20 | free | 2021/22 | Joe Hart | Celtic | Jul-21 | Released |
| 2020/21 | Pierre-Emile Højbjerg | Southampton | Aug-20 | £15,000,000 | 2023/24 | Pierre-Emile Højbjerg | Marseille | Jul-24 | £8,700,000 |
| 2020/21 | Alfie Devine | Wigan Athletic | Jul-20 | £300,000 | |||||
| 2019/20 | Gedson Fernandes | Benfica | Jan-20 | Loan | 2021/22 | Gedson Fernandes | Benfica | Jul-21 | Released |
| 2019/20 | Steve Bergwijn | PSV Eindhoven | Aug-19 | £26,700,000 | 2022/23 | Steve Bergwijn | Ajax | Jul-22 | £26,400,000 |
| 2019/20 | Giovani Lo Celso | Real Betis | Aug-19 | £27,000,000 | 2024/25 | Giovani Lo Celso | Real Betis | Aug-24 | undisclosed |
| 2019/20 | Ryan Sessegnon | Fulham | Aug-19 | £25,000,000 | 2023/24 | Ryan Sessegnon | end of contract | Jul-24 | released |
| 2019/20 | Tanguy Ndombele | Lyon | Jul-19 | £55,000,000 | 2023/24 | Tanguy Ndombele | end of contract | Jul-24 | Released |
| 2019/20 | Jack Clarke | Leeds United | Jul-19 | £10,000,000 | 2022/23 | Jack Clarke | Sunderland | Jul-22 | undisclosed |
| 2017/18 | Lucas Moura | Paris Saint-Germain | Jan-18 | £25,000,000 | 2023/24 | Lucas Moura | end of contract | Jul-23 | Released |
| 2017/18 | Fernando Llorente | Swansea City | Aug-17 | £12,000,000 | 2019/20 | Fernando Llorente | Released | Jun-19 | Released |
| 2017/18 | Serge Aurier | Paris Saint-Germain | Aug-17 | £23,000,000 | 2021/22 | Serge Aurier | Villarreal | Aug-21 | Released |
| 2017/18 | Juan Forth | Estudiantes | Aug-17 | £8,000,000 | 2021/22 | Juan Forth | Villarreal | Jun-21 | undisclosed |
| 2017/18 | Davinson Sanchez | Ajax Amsterdam | Aug-17 | £42,000,000 | 2023/24 | Davinson Sanchez | Galatasaray | Sep-23 | £8,250,000 |
| 2017/18 | Ky;e Walker-Peters | Youth Team | Aug-17 | - | 2020/21 | Ky;e Walker-Peters | Southampton | Aug-20 | £12,000,000 |
| 2017/18 | Paulo Gazzaniga | Southampton | Aug-17 | £2,000,000 | 2021/22 | Paulo Gazzaniga | Fulhan | Jun-21 | Released |
| 2016/17 | Moussa Sissoko | Newcastle United | Aug-16 | £30,000,000 | 2021/22 | Moussa Sissoko | Watford | Aug-21 | £3,000,000 |
| 2016/17 | Georges-Kévin N'Koudou | Marseille | Aug-16 | £11,000,000 | 2019/20 | Georges-Kévin N'Koudou | Beşiktaş | Aug-19 | £4,600,000 |
| 2016/17 | Vincent Janssen | AZ Alkmaar | Jul-16 | £17,000,000 | 2019/20 | Vincent Janssen | C.F. Monterrey | Jul-19 | £6,300,000 |
| 2016/17 | Victor Wanyama | Southampton | Jun-16 | £11,000,000 | 2019/20 | Victor Wanyama | Montreal Impact | Mar-20 | released |
| 2013/14 | Alex Pritchard | Youth Team | Jul-13 | - | 2016/17 | Alex Pritchard | Norwich City | Aug-16 | £8,000,000 |
| 2015/16 | Son Heung-min | Bayer Leverkusen | Aug-15 | £22,000,000 | |||||
| 2015/16 | Toby Alderweireld | Atlético Madrid | Jul-15 | £11,500,000 | 2021/22 | Toby Alderweireld | Al-Duhail, Qatar | Jul-21 | Undisclosed |
| 2015/16 | Clinton N'Jie | Olympique Lyonnais | Aug-15 | £8,300,000 | 2017/18 | Clinton N'Jie | Marseille | Aug-17 | £6,000,000 |
| 2015/16 | Kieran Trippier | Burnley | Jun-15 | £3,500,000 | 2019/20 | Kieran Trippier | Atletico Madrid | Jul-19 | £20,000,000 |
| 2015/16 | Kevin Wimmer | FC Köln | Jun-15 | £4,300,000 | 2017/18 | Kevin Wimmer | Stoke City | Aug-17 | £18,000,000 |
| 2014/15 | Dele Alli | Milton Keys Dons | Feb-15 | £5,000,000 | 2021/22 | Dele Alli | Everton | Jan-22 | Released |
| 2014/15 | Benjamin Stambouli | Montpellier | Aug-14 | £4,700,000 | 2015/16 | Benjamin Stambouli | Paris Saint-Germain | Jul-15 | £6,000,000 |
| 2014/15 | Federico Fazio | Seville | Aug-14 | £8,000,000 | 2017/18 | Federico Fazio | A S Roma | Aug-17 | £2,750,000 |
| 2014/15 | DeAndre Yedlin | Seattle Sounders | Aug-14 | £2,500,000 | 2016/17 | DeAndre Yedlin | Newcastle United | Aug-16 | £5,000,000 |
| 2014/15 | Eric Dier | Sporting Lisbon | Jul-14 | £4,000,000 | 2023/24 | Eric Dier | Bayern Munich | Dec-23 | Released |
| 2014/15 | Ben Davies | Swansea City | Jul-14 | Part-Ex | |||||
| 2014/15 | Michel Vorm | Swansea City | Jul-14 | £5,000,000 | 2019/20 | Michel Vorm | Swansea City | Jun-19 | Released |
| 2013/14 | Christian Eriksen | Ajax Amsterdam | Aug-13 | £11,000,000 | 2019/20 | Christian Eriksen | Inter Milan | Jan-20 | £24,175,000 |
| 2013/14 | Erik Lamela | AS Roma | Aug-13 | £25,700,000 | 2021/22 | Erik Lamela | Seville | Jul-21 | Part Ex |
| 2013/14 | Vlad Chiriches | Steaua Bucharest | Aug-13 | £8,119,658 | 2015/16 | Vlad Chiriches | Napoli | Jul-15 | £4,500,000 |
| 2013/14 | Eitenne Capoue | Toulouse | Aug-13 | £8,600,000 | 2015/16 | Eitenne Capoue | Watford | Jul-15 | £6,300,000 |
| 2013/14 | Roberto Soldado | Valencia | Aug-13 | £26,000,000 | 2015/16 | Roberto Soldado | Villarreal | Aug-15 | £10,000,000 |
| 2013/14 | Nacer Chadli | FC Twente | Jul-13 | £7,000,000 | 2016/17 | Nacer Chadli | West Bromwich Albion | Aug-16 | £13,000,000 |
| 2013/14 | Paulinho | Corinthians | Jul-13 | £17,000,000 | 2015/16 | Paulinho | Guangzhou Evergrande | Jul-15 | £9,900,000 |
| 2012/13 | Lewis Holtby | Schalke 04 | Jan-13 | £1,450,000 | 2015/16 | Lewis Holtby | SV Hamburg | Jul-15 | £4,600,000 |
| 2012/13 | Zeki Fryers | Standard Liège | Jan-13 | £3,000,000 | 2014/15 | Zeki Fryers | Crystal Palace | Aug-14 | £3,000,000 |
| 2012/13 | Hugo Lloris | Olympique Lyonnais | Aug-12 | £8,000,000 | 2023/24 | Hugo Lloris | Los Angeles FC | Dec-23 | Released |
| 2012/13 | Clint Dempsey | Fulham | Aug-12 | £6,000,000 | 2013/14 | Clint Dempsey | Seattle Sounders | Aug-13 | £5,800,000 |
| 2012/13 | Moussa Dembélé | Fulham | Aug-12 | £15,000,000 | 2018/19 | Moussa Dembélé | Guangzhou | Jan-19 | £11,000,000 |
| 2012/13 | Emmanuel Adebayor | Manchester City | Aug-12 | £5,000,000 | 2015/16 | Emmanuel Adebayor | slung out | Sep-15 | Free |
| 2012/13 | Jan Vertonghen | Ajax Amsterdam | Jul-12 | £9,000,000 | 2020/21 | Jan Vertonghen | Benfica | Jul-20 | Released |
| 2012/13 | Gylfi Sigurdsson | Hoffenheim | Jul-12 | £8,000,000 | 2014/15 | Gylfi Sigurdsson | Swansea City | Jan-15 | Part Ex |
| 2011/12 | Ryan Nelson | Blackburn Rovers | Jan-12 | free | 2012/13 | Ryan Nelson | QPR | Jun-12 | Free |
| 2011/12 | Louis Saha | Everton | Jan-12 | free | 2012/13 | Louis Saha | - | May-12 | Released |
| 2011/12 | Scott Parker | West Ham United | Aug-11 | £5,000,000 | 2013/14 | Scott Parker | Fulham | Aug-13 | £3,500,000 |
| 2011/12 | Emmanuel Adebayor | Manchester City | Aug-11 | On Loan | 2012/13 | Emmanuel Adebayor | Manchester City | May-12 | Released |
| 2011/12 | Yago Falqué | Juventus | Aug-11 | On Loan | 2013/14 | Yago Falqué | Genoa | Aug-14 | £4,000,000 |
| 2011/12 | Souleymane Coulibaly | Siena | Jul-11 | Undisclosed | 2014/15 | Souleymane Coulibaly | Bari | Aug-14 | £1,500,000 |
| 2011/12 | Brad Friedel | Aston Villa | Jun-11 | free | 2015/16 | Brad Friedel | - | Jul-15 | retired |
| 2010/11 | Steven Pienaar | Everton | Jan-11 | £3,000,000 | 2012/13 | Steven Pienaar | Everton | Aug-12 | £4,500,000 |
| 2010/11 | Bongani Khumalo | Supersport United | Jan-11 | £1,500,000 | 2015/16 | Bongani Khumalo | - | Jul-15 | Released |
| 2010/11 | Massimo Luongo | - | Jan-11 | Undisclosed | 2013/14 | Massimo Luongo | Swindon Town | Aug-13 | £400,000 |
| 2010/11 | Stipe Pletikosa | Spartak Moscow | Aug-10 | On Loan | 2011/12 | Stipe Pletikosa | - | Jun-11 | Released |
| 2010/11 | William Gallas | Arsenal | Aug-10 | free | 2013/14 | William Gallas | - | Jul-13 | Released |
| 2010/11 | Rafael van der Vaart | Real Madrid | Aug-10 | £8,000,000 | 2012/13 | Rafael van der Vaart | Hamburg SV | Aug-12 | £10,300,000 |
| 2010/11 | Sandro Ranieri | Internacional | Jul-10 | £6,000,000 | 2014/15 | Sandro Ranieri | QPR | Aug-14 | £10,000,000 |
| 2009/10 | Younes Kaboul | Portsmouth | Jan-10 | £5,000,000 | 2015/16 | Younes Kaboul | Sunderland | Jul-15 | £4,000,000 |
| 2009/10 | Eidur Gudjohnsen | Monaco | Jan-10 | On Loan | 2010/11 | Eidur Gudjohnsen | Monaco | Aug-10 | Released |
| 2009/10 | Niko Kranjcar | Portsmouth | Sep-09 | £2,500,000 | 2012/13 | Niko Kranjcar | Dynamo Kiev | Jun-12 | £5,500,000 |
| 2009/10 | Sebastien Bassong | Newcastle United | Aug-09 | £8,000,000 | 2012/13 | Sebastien Bassong | Norwich City | Aug-12 | £5,500,000 |
| 2009/10 | Peter Crouch | Portsmouth | Jul-09 | £9,500,000 | 2011/12 | Peter Crouch | Stoke City | Aug-11 | £12,000,000 |
| 2009/10 | Steven Caulker | Youth Team | Jul-09 | - | 2013/14 | Steven Caulker | Cardiff City | Jul-13 | £9,250,000 |
| 2009/10 | Jake Livermore | Youth Team | Jul-09 | - | 2014/15 | Jake Livermore | Hull City | Jul-14 | £8,000,000 |
| 2009/10 | Kyle Naughton | Sheffield United | Jul-09 | £4,000,000 | 2014/15 | Kyle Naughton | Swansea City | Jan-15 | £5,000,000 |
| 2009/10 | Kyle Walker | Sheffield United | Jul-09 | £4,000,000 | 2017/18 | Kyle Walker | Manchester City | Aug-17 | £50,000,000 |
| 2008/09 | Robbie Keane | Liverpool | Feb-09 | £15,000,000 | 2011/12 | Robbie Keane | Los Angeles Galaxy | Aug-11 | £3,500,000 |
| 2008/09 | Carlo Cudicini | Chelsea | Jan-09 | Free | 2012/13 | Carlo Cudicini | Los Angeles Galaxy | Jan-13 | Free |
| 2008/09 | Pascal Chimbonda | Sunderland | Jan-09 | £3,000,000 | 2009/10 | Pascal Chimbonda | Blackburn Rovers | Aug-09 | £2,500,000 |
| 2008/09 | Wilson Palacios | Wigan Athletic | Jan-09 | £12,000,000 | 2011/12 | Wilson Palacios | Stoke City | Aug-11 | £6,000,000 |
| 2008/09 | Jermain Defoe | Portsmouth | Jan-09 | £16,000,000 | 2008/09 | Jermain Defoe | Toronto FC | Jan-14 | Free |
| 2008/09 | Frazier Campbell | Manchester United | Sep-08 | On Loan | 2009/10 | Frazier Campbell | Manchester United | May-09 | Released |
| 2008/09 | David Button | Youth Team | Sep-08 | - | 2012/13 | David Button | Charlton Athletic | Aug-12 | £500,000 |
| 2008/09 | Vedran Corluka | Manchester City | Sep-08 | £8,500,000 | 2012/13 | Vedran Corluka | Lokomotiv Moscow | Jun-12 | £5,500,000 |
| 2008/09 | Ryan Mason | Youth Team | Sep-08 | - | 2016/17 | Ryan Mason | Hull City | Aug-16 | £13,000,000 |
| 2008/09 | Roman Pavlyuchenko | Spartak Moscow | Aug-08 | £14,000,000 | 2011/12 | Roman Pavlyuchenko | Lokomotiv Moscow | Jan-12 | £8,000,000 |
| 2008/09 | Cesar Sanchez | Real Zaragoza | Aug-08 | Undisclosed | 2009/10 | Cesar Sanchez | - | May-09 | Released |
| 2008/09 | David Bentley | Blackburn Rovers | Jul-08 | £15,000,000 | 2013/14 | David Bentley | - | Jul-13 | Released |
| 2008/09 | John Bostock | Crystal Palace | Jul-08 | £700,000 | 2013/14 | John Bostock | Royal Antwerp | Jul-13 | Released |
| 2008/09 | Heurelho Gomes | PSV Eindhoven | Jun-08 | £9,000,000 | 2014/15 | Heurelho Gomes | Watford | Aug-14 | Released |
| 2008/09 | Giovani dos Santos | Barcelona | Jun-08 | £4,700,000 | 2012/13 | Giovani dos Santos | Real Mallorca | Aug-12 | £1,700,000 |
| 2008/09 | Luka Modric | Dinamo Zagreb | Apr-08 | £15,800,000 | 2012/13 | Luka Modric | Real Madrid | Aug-12 | £29,316,219 |
| 2007/08 | Gilberto | Hertha Berlin | Jan-08 | £1,900,000 | 2009/10 | Gilberto | Released | May-09 | Released |
| 2007/08 | Alan Hutton | Rangers | Jan-08 | £8,000,000 | 2011/12 | Alan Hutton | Aston Villa | Aug-11 | £3,000,000 |
| 2007/08 | Jonathan Woodgate | Middlesbrough | Jan-08 | £7,500,000 | 2011/12 | Jonathan Woodgate | Released | Jun-11 | Released |
| 2007/08 | Chris Gunter | Cardiff City | Dec-07 | £2,000,000 | 2009/10 | Chris Gunter | Notts Forest | May-09 | £1,750,000 |
| 2007/08 | Kevin-Prince Boateng | Hertha Berlin | Jul-07 | £5,200,000 | 2009/10 | Kevin-Prince Boateng | Portsmouth | Aug-09 | £4,000,000 |
| 2007/08 | Danny Rose | Leeds United | Jul-07 | Undisclosed | 2020/21 | Danny Rose | Watford | Jul-21 | Released |
| 2007/08 | Younes Kaboul | Auxerre | Jul-07 | £8,200,000 | 2007/08 | Younes Kaboul | Portsmouth | Aug-08 | Undisclosed |
| 2007/08 | Jamie O'Hara | Youth Team | Jun-07 | - | 2011/12 | Jamie O'Hara | Wolves | Jun-11 | £5,000,000 |
| 2007/08 | Darren Bent | Charlton Athletic | Jun-07 | £16,500,000 | 2009/10 | Darren Bent | Sunderland | Jul-09 | £10,000,000 |
| 2007/08 | Adel Taarabt | Lens | Jun-07 | Undisclosed | 2008/09 | Adel Taarabt | QPR | May-09 | £1,000,000 |
| 2007/08 | Yuri Berchiche | Athletic Bilbao | Jun-07 | Undisclosed | 2007/08 | Yuri Berchiche | Released | Jun-09 | Released |
| 2007/08 | Gareth Bale | Southampton | May-07 | £5,000,000 | 2013/14 | Gareth Bale | Real Madrid | Sep-13 | £85,300,000 |
| 2006/07 | Ben Alnwick | Sunderland | Jan-07 | Undisclosed | 2012/13 | Ben Alnwick | Barnsley | Jul-12 | Released |
| 2006/07 | Ricardo Rocha | Benfica | Jan-07 | £3,500,000 | 2008/09 | Ricardo Rocha | Released | May-09 | Undisclosed |
| 2006/07 | Mido | AS Roma | Aug-06 | £4,500,000 | 2007/08 | Mido | Middlesbrough | Jul-07 | £6,250,000 |
| 2006/07 | Pascal Chimbonda | Wigan Athletic | Aug-06 | £4,000,000 | 2008/09 | Pascal Chimbonda | Sunderland | Jul-08 | Undisclosed |
| 2006/07 | Steed Malbranque | Fulham | Aug-06 | £3,500,000 | 2008/09 | Steed Malbranque | Sunderland | Jul-08 | Undisclosed |
| 2006/07 | Dorian Dervitte | Lille | Jun-06 | Undisclosed | 2011/12 | Dorian Dervitte | Released | Jun-11 | - |
| 2006/07 | Didier Zokora | St Etienne | Jun-06 | £6,000,000 | 2009/10 | Didier Zokora | Seville | Jul-09 | Undisclosed |
| 2006/07 | Benoit Assou-Ekotto | RC Lens | Jun-06 | £3,500,000 | 2014/15 | Benoit Assou-Ekotto | Released | Feb-15 | - |
| 2006/07 | Dimitar Berbatov | Bayer Leverkusen | May-06 | £10,999,999 | 2008/09 | Dimitar Berbatov | Manchester United | Sep-08 | £30,750,000 |
| 2005/06 | Hossam Ghaly | Feyernoord | Jan-06 | Undisclosed | 2008/09 | Hossam Ghaly | Nassr Saudi Club | Jan-09 | Undisclosed |
| 2005/06 | Danny Murphy | Charlton | Jan-06 | £2,000,000 | 2007/08 | Danny Murphy | Fulham | Aug-07 | Undisclosed |
| 2005/06 | Edgar Davids | Inter Milan | Jul-05 | Free | 2006/07 | Edgar Davids | Ajax | Jan-07 | Undisclosed |
| 2005/06 | Jermaine Jenas | Newcastle United | Jul-05 | £7,000,000 | 2012/13 | Jermaine Jenas | QPR | Jan-13 | Free |
| 2005/06 | Grzegorz Rasiak | Derby County | Jul-05 | £2,200,000 | 2005/06 | Grzegorz Rasiak | Southampton | Feb-06 | Undisclosed |
| 2005/06 | Young-Pyo Lee | PSV Eindhoven | Jul-05 | £1,290,000 | 2007/08 | Young-Pyo Lee | Borussia Dortmund | Aug-08 | Undisclosed |
| 2005/06 | Wayne Routledge | Crystal Palace | Jul-05 | Undisclosed | 2007/08 | Wayne Routledge | Aston Villa | Jan-08 | £1,250,000 |
| 2005/06 | Teemu Tainio | Auxerre | Jul-05 | Bosman | 2008/09 | Teemu Tainio | Sunderland | Jul-08 | Undisclosed |
| 2005/06 | Tom Huddlestone | Derby County | Jul-05 | £2,500,000 | 2013/14 | Tom Huddlestone | Hull City | Aug-13 | £5,250,000 |
| 2005/06 | Aaron Lennon | Leeds United | Jun-05 | Undisclosed | 2015/16 | Aaron Lennon | Everton | Aug-15 | £4,500,000 |
| 2005/06 | Paul Stalteri | Werder Bremen | Jun-05 | Bosman | 2007/08 | Paul Stalteri | Fulham | Jun-05 | Undisclosed |
| 2004/05 | Andy Reid | Nottingham Forest | Jan-05 | £4,500,000 | 2006/07 | Andy Reid | Charlton Athletic | Aug-06 | £3,000,000 |
| 2004/05 | Michael Dawson | Nottingham Forest | Jan-05 | £3,500,000 | 2014/15 | Michael Dawson | Hull City | Aug-14 | £6,000,000 |
| 2004/05 | Radek Cerny | Slavia Prague | Jan-05 | Undisclosed | 2007/08 | Radek Cerny | QPR | Jun-08 | Undisclosed |
| 2004/05 | Mounir El Hamdaoui | Excelsior Rotterdam | Jan-05 | Undisclosed | 2006/07 | Mounir El Hamdaoui | Released | Jul-06 | Released |
| 2004/05 | Emil Hallfredsson | FH Hafnarfjordur | Jan-05 | Undisclosed | 2006/07 | Emil Hallfredsson | Released | Jul-06 | Released |
| 2004/05 | David Limbersky | Viktoria Plzen | Jan-05 | On Loan | 2006/07 | David Limbersky | Released | Jul-06 | Released |
| 2004/05 | Mido | AS Roma | Jan-05 | On Loan | 2006/07 | Mido | AS Roma | May-06 | Released |
| 2004/05 | Calum Davenport | Coventry City | Aug-04 | £1,200,000 | 2006/07 | Calum Davenport | West Ham United | Jan-07 | £3,000,000 |
| 2004/05 | Michael Carrick | West Ham United | Aug-04 | £2,500,000 | 2006/07 | Michael Carrick | Manchester United | Aug-06 | £18,600,000 |
| 2004/05 | Phil Ifil | Youth Team | Aug-04 | - | 2007/08 | Phil Ifil | Colchester United | Jan-08 | Released |
| 2004/05 | Noe Pamarot | Nice | Aug-04 | £1,700,000 | 2005/06 | Noe Pamarot | Portsmouth | Jan-06 | £2,000,000 |
| 2004/05 | Edson Silva | PSV Eindhoven | Aug-04 | Free | 2004/05 | Edson Silva | Released | Jul-05 | Released |
| 2004/05 | Nourredine Naybet | Deportivo La Coruna | Aug-04 | £700,000 | 2006/07 | Nourredine Naybet | Released | May-06 | Released |
| 2004/05 | Timothée Atouba | FC Basle | Aug-04 | £600,000 | 2005/06 | Timothée Atouba | Hamburg SV | Jul-05 | £1,700,680 |
| 2004/05 | Erik Edman | SC Heerenveen | Jul-04 | £1,325,000 | 2005/06 | Erik Edman | Stade Rennais FC | Aug-05 | Undisclosed |
| 2004/05 | Reto Ziegler | Grasshoppers Zurich | Jul-04 | Undisclosed | 2007/08 | Reto Ziegler | Sampdoria | Jun-07 | Undisclosed |
| 2004/05 | Leigh Mills | Swindon Town | Jul-04 | £80,000 | 2007/08 | Leigh Mills | Released | Jun-07 | - |
| 2004/05 | Sean Davis | Fulham | Jul-04 | £3,500,000 | 2005/06 | Sean Davis | Portsmouth | Jan-06 | £2,000,000 |
| 2004/05 | Pedro Mendes | FC Porto | Jul-04 | £2,000,000 | 2005/06 | Pedro Mendes | Portsmouth | Jan-06 | £3,000,000 |
| 2004/05 | Rodrigo Defendi | Cruzeiro | Jul-04 | £600,000 | 2006/07 | Rodrigo Defendi | Italy | Jan-07 | Released |
| 2004/05 | Marton Fulop | MTK Hungaria | May-04 | £500,000 | 2006/07 | Marton Fulop | Sunderland | Jan-07 | Undisclosed |
| 2004/05 | Paul Robinson | Leeds United | May-04 | £1,500,000 | 2008/09 | Paul Robinson | Blackburn Rovers | Jul-08 | £3,500,000 |
| 2003/04 | Jermain Defoe | West Ham United | Feb-04 | £7,000,000 | 2007/08 | Jermain Defoe | Portsmouth | Jan-08 | £9,000,000 |
| 2003/04 | Michael Brown | Sheffield United | Dec-03 | £500,000 | 2005/06 | Michael Brown | Fulham | Jan-06 | Undisclosed |
| 2003/04 | Paul Konchesky | Charlton | Aug-03 | On Loan | 2003/04 | Paul Konchesky | Charlton | Dec-03 | Loan |
| 2003/04 | Stephane Dalmat | Inter Milan | Aug-03 | On Loan | 2003/04 | Stephane Dalmat | Released | May-04 | Released |
| 2003/04 | Frederic Kanoute | West Ham United | Aug-03 | £3,500,000 | 2005/06 | Frederic Kanoute | Seville | Aug-05 | £4,400,000 |
| 2003/04 | M Mabizela | Orlando Pirates | Jul-03 | £1,500,000 | 2004/05 | M Mabizela | Released | Oct-04 | Released |
| 2003/04 | Bobby Zamora | Brighton & HA | Jul-03 | £1,500,000 | 2002/03 | Bobby Zamora | West Ham United | Feb-04 | Defoe deal |
| 2003/04 | Helder Postiga | FC Porto | Jun-03 | £6,250,000 | 2004/05 | Helder Postiga | FC Porto | Jul-04 | £5,000,000 |
| 2002/03 | Kazuyuki Toda | Shimizu S-Pulse | Jan-03 | Year Loan | 2002/03 | Kazuyuki Toda | Released | Jan-04 | Released |
| 2002/03 | Robbie Keane | Leeds United | Aug-02 | £7,000,000 | 2008/09 | Robbie Keane | Liverpool | Jul-08 | £20,300,000 |
| 2002/03 | Lars Hirschfield | Calgary Storm | Aug-02 | Free | 2003/04 | Lars Hirschfield | Released | May-04 | Released |
| 2002/03 | Diego Bortolozzo | Treviso | Aug-02 | Free | 2002/03 | Diego Bortolozzo | Released | Dec-02 | Released |
| 2002/03 | Rohan Ricketts | Arsenal | Jul-02 | Free | 2004/05 | Rohan Ricketts | Wolves | May-05 | Released |
| 2002/03 | Jonathan Blondel | Excelsior Mouscron | Jul-02 | £800,000 | 2003/04 | Jonathan Blondel | Released | May-04 | Released |
| 2002/03 | Milenko Acimovic | Red Stat Belgrade | Apr-02 | Free | 2003/04 | Milenko Acimovic | Lille | Jan-04 | Released |
| 2002/03 | Jamie Redknapp | Liverpool | Apr-02 | Bosman | 2004/05 | Jamie Redknapp | Southampton | Jan-05 | Free |
| 2001/02 | Dave Beasant | Portsmouth | Nov-01 | Free | 2001/02 | Dave Beasant | Portsmouth | Jan-02 | Released |
| 2001/02 | Dean Richards | Southampton | Sep-01 | £8,100,000 | 2004/05 | Dean Richards | Retired | May-05 | Released |
| 2001/02 | Kasey Keller | Real Vallecano | Aug-01 | Bosman | 2004/05 | Kasey Keller | Released | Jan-05 | Released |
| 2001/02 | Christian Ziege | Liverpool | Jul-01 | £4,000,000 | 2003/04 | Christian Ziege | Released | May-04 | Released |
| 2001/02 | Goran Bunjecevic | Red Stat Belgrade | Jul-01 | £1,400,000 | 2006/07 | Goran Bunjecevic | ?? | Jul-06 | Released |
| 2001/02 | Shwan Jalal | Hastings | Jun-01 | Undisclosed | 2003/04 | Shwan Jalal | Released | May-04 | Released |
| 2001/02 | Gustavo Poyet | Chelsea | Jun-01 | £2,250,000 | 2003/04 | Gustavo Poyet | Released | May-04 | Released |
| 2001/02 | Teddy Sheringham | Manchester United | May-01 | Bosman | 2002/03 | Teddy Sheringham | Portsmouth | Jun-03 | Released |
| 2000/01 | Andy Booth | Sheffield Weds | Jan-01 | On Loan | 2000/01 | Andy Booth | Sheffield Weds | Mar-01 | Released |
| 2000/01 | Stephen Ferguson | East Fife | Dec-00 | £250,000 | 2002/03 | Stephen Ferguson | Motherwell | Jun-03 | Released |
| 2000/01 | Neil Sullivan | Wimbledon | Jul-00 | Bosman | 2003/04 | Neil Sullivan | Chelsea | Aug-03 | Free |
| 2000/01 | Ben Thatcher | Wimbledon | Jul-00 | £5,000,000 | 2002/03 | Ben Thatcher | Leicester City | Jul-03 | £300,000 |
| 2000/01 | Sergei Rebrov | Dynamo Kiev | May-00 | £11,000,000 | 2002/03 | Sergei Rebrov | Fenerbache | Jan-03 | £600,000 |
| 1999/00 | David McEwen | Dulwich Hamlet | Feb-00 | Undisclosed | 2001/02 | David McEwen | QPR | Jul-01 | Released |
| 1999/00 | Gary Doherty | Luton Town | Feb-00 | £1,000,000 | 2004/05 | Gary Doherty | Norwich City | Aug-04 | £750,000 |
| 1999/00 | Jon Jonssen | IF Hasselholm | Jan-00 | £250,000 | 2001/02 | Jon Jonssen | Malmo | Jun-01 | Undisclosed |
| 1999/00 | Anthony Gardner | Port Vale | Jan-00 | £1,500,000 | 2008/09 | Anthony Gardner | Hull City | Aug-08 | £2,500,000 |
| 1999/00 | Simon Davies | Peterborough Utd | Jan-00 | £750,000 | 2004/05 | Simon Davies | Everton | Jun-05 | £3,500,000 |
| 1999/00 | Matthew Etherington | Peterborough Utd | Jan-00 | £500,000 | 2002/03 | Matthew Etherington | West Ham United | Aug-03 | Kanoute deal |
| 1999/00 | Oyvind Leonhardsen | Liverpool | Aug-99 | £3,000,000 | 2002/03 | Oyvind Leonhardsen | Aston Villa | Aug-02 | Free |
| 1999/00 | Ian Hillier | Youth Team | Jul-99 | - | 2001/02 | Ian Hillier | Luton Town | Oct-01 | £30,000 |
| 1999/00 | Chris Perry | Wimbledon | Jul-99 | £4,000,000 | 2003/04 | Chris Perry | Charlton | Dec-03 | £100,000 |
| 1999/00 | Willem Korsten | Vitesse Arnhem | Jul-99 | £1,500,000 | 2001/02 | Willem Korsten | Retired | Oct-01 | Free |
| 1998/99 | Roger Nilsen | Sheffield United | Mar-99 | On Loan | 1999/00 | Roger Nilsen | Grazer AK | Jul-99 | Free |
| 1998/99 | Tim Sherwood | Blackburn Rovers | Feb-99 | £4,000,000 | 2002/03 | Tim Sherwood | Portsmouth | Jan-03 | Released |
| 1998/99 | Steffen Freund | Borussia Dortmund (Ger) | Dec-98 | £750,000 | 2002/03 | Steffen Freund | Kaiserslautern | Jun-03 | Released |
| 1998/99 | Mauricio Taricco | Ipswich Town | Dec-98 | £1,750,000 | 2004/05 | Mauricio Taricco | Released | Nov-04 | Released |
| 1998/99 | Hans Segers | Wolves | Jul-98 | Free | 2001/02 | Hans Segers | THFC Coaching | Jul-98 | Free |
| 1998/99 | Luke Young | Youth Team | Jul-98 | - | 2001/02 | Luke Young | Charlton Athletic | Jul-01 | £3,000,000 |
| 1998/99 | Paolo Tramezzani | Piacenza | Jul-98 | £1,350,000 | 1999/00 | Paolo Tramezzani | Pistoiese | Jan-00 | £400,000 |
| 1998/99 | David Lee | Youth Team | Jul-98 | - | 2000/01 | David Lee | Southend United | Jul-00 | Free |
| 1998/99 | Alan Marriott | Youth Team | Jul-98 | - | 1999/00 | Alan Marriott | Lincoln City | Jul-99 | Free |
| 1998/99 | Peter Crouch | Youth Team | Jul-98 | - | 2000/01 | Peter Crouch | QPR | Aug-00 | £60,000 |
| 1997/98 | Moussa Saib | Valencia | Feb-98 | £2,300,000 | 1999/00 | Moussa Saib | Al Nassr | Jul-99 | Free |
| 1997/98 | Nicola Berti | Inter Milan | Jan-98 | Free | 1998/99 | Nicola Berti | Alaves | Dec-98 | Free |
| 1997/98 | Jurgen Klinsmann | Sampdoria | Dec-97 | £175,000 | 1998/99 | Jurgen Klinsmann | Retired | Jun-98 | Free |
| 1997/98 | Stephen Clemence | Youth Team | Aug-97 | - | 2002/03 | Stephen Clemence | Birmingham City | Jan-03 | £250,000 |
| 1997/98 | Les Ferdinand | Newcastle United | Aug-97 | £6,000,000 | 1997/98 | Les Ferdinand | West Ham United | Jan-03 | Free |
| 1997/98 | David Ginola | Newcastle United | Aug-97 | £2,500,000 | 2000/01 | David Ginola | Aston Villa | Jul-00 | £3,000,000 |
| 1997/98 | Jose Dominguez | Sporting Lisbon | Aug-97 | £1,600,000 | 2000/01 | Jose Dominguez | Kaiserslautern | Nov-00 | £1,000,000 |
| 1997/98 | Simon Brown | Youth Team | Jul-97 | - | 1999/00 | Simon Brown | Colchester United | Jul-99 | Free |
| 1997/98 | Mark Arber | Youth Team | Jul-97 | - | 1997/98 | Mark Arber | Barnet | Jan-98 | £75,000 |
| 1997/98 | Mark Gower | Youth Team | Jul-97 | - | 2000/01 | Mark Gower | Barnet | Jan-01 | £30,000 |
| 1996/97 | Frode Grodas | Chelsea | Jan-97 | Free | 1998/99 | Frode Grodas | FC Schalke 04 | Jul-98 | £150,000 |
| 1996/97 | Paul McVeigh | Youth Team | Jan-97 | - | 1999/00 | Paul McVeigh | Norwich City | Mar-00 | Free |
| 1996/97 | Ramon Vega | Cagliari | Jan-97 | £3,750,000 | 2000/01 | Ramon Vega | Celtic | Dec-00 | Bus fare |
| 1996/97 | Steffen Iversen | Rosenborg | Dec-96 | £2,700,000 | 2002/03 | Steffen Iversen | Wolves | Aug-03 | Free |
| 1996/97 | John Scales | Liverpool | Dec-96 | £2,500,000 | 2000/01 | John Scales | Ipswich Town | Jul-00 | Free |
| 1996/97 | Allan Nielsen | Brondby | Aug-96 | £1,650,000 | 2000/01 | Allan Nielsen | Watford | Jul-00 | £2,250,000 |
| 1996/97 | Neale Fenn | Youth Team | Jul-96 | - | 2000/01 | Neale Fenn | Peterborough Utd | Apr-01 | Free |
| 1996/97 | Espen Baardsen | Youth Team | Jul-96 | - | 2000/01 | Espen Baardsen | Watford | Jul-00 | £1,250,000 |
| 1996/97 | Rory Allen | Youth Team | Jul-96 | - | 1999/00 | Rory Allen | Portsmouth | Jul-99 | £1,000,000 |
| 1995/96 | Andy Sinton | Sheffield Weds | Jan-96 | £1,500,000 | 1999/00 | Andy Sinton | Wolves | Jul-99 | Free |
| 1995/96 | Ruel Fox | Newcastle United | Oct-95 | £4,200,000 | 2000/01 | Ruel Fox | West Bromwich Albion | Aug-00 | £200,000 |
| 1995/96 | Steve Slade | Youth Team | Jul-95 | - | 1996/97 | Steve Slade | QPR | Jul-96 | Undisclosed |
| 1995/96 | Clive Wilson | QPR | Jun-95 | Free | 1999/00 | Clive Wilson | Cambridge United | Jul-99 | Free |
| 1995/96 | Chris Armstrong | Crystal Palace | Jun-95 | £4,500,000 | 2001/02 | Chris Armstrong | Crystal Palace | Jun-02 | Free |
| 1994/95 | Gheorge Popescu | PSV Eindhoven | Sep-94 | £2,900,000 | 1995/96 | Gheorge Popescu | Barcelona | May-95 | £1,450,000 |
| 1994/95 | Ilie Dumitrescu | Steaua Bucharest | Aug-94 | £2,600,000 | 1995/96 | Ilie Dumitrescu | West Ham United | Mar-96 | £1,500,000 |
| 1994/95 | Jurgen Klinsmann | Monaco | Jul-94 | £2,000,000 | 1995/96 | Jurgen Klinsmann | Bayern Munich | Jun-95 | £1,300,000 |
| 1993/94 | Kevin Scott | Newcastle United | Feb-94 | £850,000 | 1996/97 | Kevin Scott | Norwich City | Jan-97 | £250,000 |
| 1993/94 | Ronnie Rosenthal | Liverpool | Jan-94 | £250,000 | 1997/98 | Ronnie Rosenthal | Watford | Jul-97 | Free |
| 1993/94 | David Kerslake | Leeds United | Sep-93 | £450,000 | 1997/98 | David Kerslake | Ipswich Town | Jul-97 | Undisclosed |
| 1993/94 | Jason Dozzell | Ipswich Town | Aug-93 | £1,900,000 | 1997/98 | Jason Dozzell | Northampton Town | Oct-97 | Free |
| 1993/94 | Paul Mahorn | Youth Team | Jul-93 | - | 1997/98 | Paul Mahorn | Port Vale | Jul-97 | Undisclosed |
| 1993/94 | Stephen Carr | Youth Team | Jul-93 | - | 1998/99 | Stephen Carr | Newcastle United | Aug-04 | £2,000,000 |
| 1993/94 | Darren Caskey | Youth Team | Jul-93 | - | 1995/96 | Darren Caskey | Reading | Feb-96 | £700,000 |
| 1993/94 | Garry Brady | Youth Team | Jul-93 | - | 1998/99 | Garry Brady | Newcastle United | Jan-99 | £650,000 |
| 1993/94 | Colin Calderwood | Swindon Town | Jul-93 | £1,250,000 | 1998/99 | Colin Calderwood | Aston Villa | Mar-99 | £225,000 |
| 1993/94 | Micky Hazard | Swindon Town | Jun-93 | £50,000 | 1995/96 | Micky Hazard | Retired | Jul-95 | - |
| 1992/93 | Teddy Sheringham | Nottingham Forest | Aug-92 | £2,100,000 | 1997/98 | Teddy Sheringham | Manchester United | Jun-97 | £3,500,000 |
| 1992/93 | Stuart Nethercott | Youth Team | Jul-92 | - | 1997/98 | Stuart Nethercott | Millwall | Oct-97 | Free |
| 1992/93 | Andy Turner | Youth Team | Jul-92 | - | 1996/97 | Andy Turner | Portsmouth | Sep-96 | £250,000 |
| 1992/93 | Darren Anderton | Portsmouth | Jul-92 | £2,000,000 | 2003/04 | Darren Anderton | Released | May-04 | Released |
| 1992/93 | Gerard McMahon | Glenavon | Jul-92 | £100,000 | 1996/97 | Gerard McMahon | Stoke City | Sep-96 | £450,000 |
| 1992/93 | Andy Gray | Crystal Palace | Jun-92 | £900,000 | 1994/95 | Andy Gray | Marbella | Jul-94 | Undisclosed |
| 1992/93 | Jason Cundy | Chelsea | Jun-92 | £700,000 | 1996/97 | Jason Cundy | Ipswich Town | Oct-96 | £200,000 |
| 1992/93 | Dean Austin | Southend United | Jun-92 | £525,000 | 1998/99 | Dean Austin | Crystal Palace | Jul-98 | Free |
| 1992/93 | Neil Ruddock | Southampton | May-92 | £750,000 | 1993/94 | Neil Ruddock | Liverpool | Aug-93 | £2,500,000 |
| 1991/92 | Sol Campbell | Youth Team | Jan-92 | - | 2001/02 | Sol Campbell | Arsenal | Jul-01 | Bosman |
| 1991/92 | Nicky Barmby | Youth Team | Jan-92 | - | 1995/96 | Nicky Barmby | Middlesbrough | May-95 | £5,250,000 |
| 1991/92 | Gordon Durie | Chelsea | Aug-91 | £2,000,000 | 1993/94 | Gordon Durie | Rangers | Nov-93 | £1,200,000 |
| 1990/91 | Scott Houghton | Youth Team | Jan-91 | - | 1993/94 | Scott Houghton | Luton Town | Aug-93 | Free |
| 1990/91 | Ian Walker | Youth Team | Jul-90 | - | 2001/02 | Ian Walker | Leicester City | Jul-01 | £2,500,000 |
| 1990/91 | Justin Edinburgh | Southend United | Jul-90 | £150,000 | 1999/00 | Justin Edinburgh | Portsmouth | Feb-00 | £200,000 |
| 1990/91 | John Hendry | Dundee | Jul-90 | £50,000 | 1995/96 | John Hendry | Motherwell | Jul-95 | Free |
| 1989/90 | Pat Van Den Hauwe | Everton | Aug-89 | £575,000 | 1993/94 | Pat Van Den Hauwe | Millwall | Jul-93 | Free |
| 1989/90 | David Tuttle | Youth Team | Jul-89 | - | 1993/94 | David Tuttle | Sheffield United | Aug-93 | £350,000 |
| 1989/90 | Steve Sedgley | Coventry City | Jul-89 | £750,000 | 1994/95 | Steve Sedgley | Ipswich Town | Jul-94 | £1,000,000 |
| 1989/90 | Gary Lineker | Barcelona | Jun-89 | £1,200,000 | 1992/93 | Gary Lineker | Grampus Eight | May-92 | £900,000 |
| 1988/89 | Gudni Bergsson | Valur, Iceland | Dec-88 | Undisclosed | 1994/95 | Gudni Bergsson | Bolton Wanderers | Mar-95 | £65,000 |
| 1988/89 | Erik Thorstvedt | IFK Gothenburg | Dec-88 | £400,000 | 1995/96 | Erik Thorstvedt | Wolves | Jan-96 | Free |
| 1988/89 | Nayim | Barcelona | Nov-88 | £400,000 | 1993/94 | Nayim | Real Zaragoza | May-93 | £500,000 |
| 1988/89 | Guy Butters | Youth Team | Jul-88 | - | 1990/91 | Guy Butters | Portsmouth | Sep-90 | £325,000 |
| 1988/89 | Paul Gascoigne | Newcastle United | Jul-88 | £2,000,000 | 1992/93 | Paul Gasgoigne | Lazio | May-92 | £5,500,000 |
| 1988/89 | Paul Stewart | Manchester City | Jun-88 | £1,700,000 | 1992/93 | Paul Stewart | Liverpool | Jul-92 | £2,300,000 |
| 1987/88 | Paul Walsh | Liverpool | Feb-88 | £500,000 | 1992/93 | Paul Walsh | Portsmouth | May-92 | £400,000 |
| 1987/88 | Bobby Mimms | Everton | Feb-88 | £375,000 | 1990/91 | Bobby Mimms | Blackburn Rovers | Dec-90 | £250,000 |
| 1987/88 | Terry Fenwick | QPR | Dec-87 | £550,000 | 1993/94 | Terry Fenwick | Knackers Yard | May-93 | Free |
| 1987/88 | Johnny Metgod | Nottingham Forest | Jul-87 | £250,000 | 1987/88 | Johnny Metgod | Feyernoord | Apr-88 | £175,000 |
| 1987/88 | Mark Robson | Exeter City | Jul-87 | £50,000 | 1992/93 | Mark Robson | West Ham United | Jul-92 | Undisclosed |
| 1987/88 | Chris Fairclough | Nottingham Forest | Jun-87 | £385,000 | 1987/88 | Chris Fairclough | Leeds United | Mar-88 | £500,000 |
| 1986/87 | Vinny Samways | Youth Team | Jan-87 | - | 1994/95 | Vinny Samways | Everton | May-94 | £2,200,000 |
| 1986/87 | Steve Hodge | Aston Villa | Dec-86 | £650,000 | 1988/89 | Steve Hodge | Notts Forest | Aug-88 | £550,000 |
| 1986/87 | Nico Claesen | Standard Liege | Oct-86 | £600,000 | 1988/89 | Nico Claesen | Antwerp | Aug-88 | £550,000 |
| 1986/87 | Richard Gough | Dundee United | Aug-86 | £750,000 | 1987/88 | Richard Gough | Rangers | Oct-87 | £1,500,000 |
| 1986/87 | John Polston | Youth Team | Jul-86 | - | 1990/91 | John Polston | Norwich City | Jul-90 | £300,000 |
| 1986/87 | John Moncur | Youth Team | Jul-86 | - | 1991/92 | John Moncur | Swindon Town | Mar-92 | £80,000 |
| 1986/87 | Mitchell Thomas | Luton Town | Jul-86 | £275,000 | 1991/92 | Mitchell Thomas | West Ham United | Aug-91 | £500,000 |
| 1985/86 | Neil Ruddock | Millwall | Mar-86 | £50,000 | 1988/89 | Neil Ruddock | Southampton | Jun-88 | £300,000 |
| 1985/86 | David Howells | Youth Team | Jan-86 | - | 1998/99 | David Howells | Southampton | Jun-98 | Free |
| 1985/86 | Chris Waddle | Newcastle United | Jul-85 | £590,000 | 1989/90 | Chris Waddle | Marseilles | May-89 | £4,250,000 |
| 1985/86 | Pat Jennings | Arsenal | Jun-85 | Free | 1987/88 | Pat Jennings | THFC Coaching | Jan-88 | - |
| 1985/86 | Paul Allen | West Ham United | Jun-85 | £400,000 | 1993/94 | Paul Allen | Southampton | Sep-93 | £550,000 |
| 1984/85 | Clive Allen | QPR | Aug-84 | £700,000 | 1987/88 | Clive Allen | Bordeaux | Mar-88 | £1,000,000 |
| 1984/85 | John Chiedozie | Notts. County | Aug-84 | £350,000 | 1988/89 | John Chiedozie | Derby County | May-88 | Free |
| 1984/85 | David Leworthy | Fareham Town | Aug-84 | £5,000 | 1989/90 | David Leworthy | Reading | Jul-89 | Undisclosed |
| 1983/84 | Gary Stevens | Brighton & HA | Jun-83 | £350,000 | 1989/90 | Gary Stevens | Portsmouth | Mar-90 | £250,000 |
| 1983/84 | Danny Thomas | Coventry City | Jun-83 | £250,000 | 1987/88 | Danny Thomas | Retired | Jan-88 | - |
| 1982/83 | Alan Brazil | Ipswich Town | Mar-83 | £450,000 | 1984/85 | Alan Brazil | Manchester United | Jun-84 | £700,000 |
| 1982/83 | Gary Mabbutt | Bristol Rovers | Aug-82 | £120,000 | 1998/99 | Gary Mabbutt | Retired | Jun-98 | - |
| 1981/82 | Ray Clemence | Liverpool | Aug-81 | £300,000 | 1987/88 | Ray Clemence | Retired | Oct-87 | - |
| 1981/82 | Ally Dick | Youth Team | Jul-81 | - | 1986/87 | Ally Dick | Ajax | Jul-86 | Free |
| 1981/82 | Tony Parks | Youth Team | Jul-81 | - | 1988/89 | Tony Parks | Brentford | Jul-88 | £60,000 |
| 1981/82 | Paul Price | Luton Town | Jun-81 | £250,000 | 1984/85 | Paul Price | Minnesota | Jul-84 | Undisclosed |
| 1980/81 | Garry Brooke | Youth Team | Jul-80 | - | 1985/86 | Garry Brooke | Norwich City | Jul-85 | Undisclosed |
| 1980/81 | Garth Crooks | Stoke City | Jul-80 | £650,000 | 1985/86 | Garth Crooks | West Bromwich Albion | Aug-85 | Free |
| 1980/81 | Steve Archibald | Aberdeen | May-80 | £800,000 | 1984/85 | Steve Archibald | Barcelona | Jul-84 | £1,500,000 |
| 1980/81 | Graham Roberts | Weymouth | May-80 | £35,000 | 1986/87 | Graham Roberts | Rangers | Dec-86 | £450,000 |
| 1979/80 | Mike Hazard | Youth Team | Jan-80 | - | 1985/86 | Mike Hazard | Chelsea | Sep-85 | £310,000 |
| 1979/80 | Terry Yorath | Coventry City | Aug-79 | £275,000 | 1981/82 | Terry Yorath | Vancouver WC | Jul-81 | Undisclosed |
| 1979/80 | Terry Gibson | Youth Team | Jul-79 | - | 1983/84 | Terry Gibson | Coventry City | Aug-83 | £100,000 |
| 1979/80 | Chris Hughton | Youth Team | Jun-79 | - | 1990/91 | Chris Hughton | West Ham United | Jul-90 | Free |
| 1978/79 | Mark Falco | Youth Team | Jan-79 | - | 1986/87 | Mark Falco | Watford | Oct-86 | £300,000 |
| 1978/79 | Milija Aleksic | Luton Town | Dec-78 | £100,000 | 1991/92 | Milija Aleksic | Luton Town | Jan-92 | Loan |
| 1978/79 | Mark Kendall | Youth Team | Jul-78 | - | 1980/81 | Mark Kendall | Newport County | Sep-80 | £45,000 |
| 1978/79 | John Lacy | Fulham | Jul-78 | £200,000 | 1983/84 | John Lacy | Crystal Palace | Aug-83 | Undisclosed |
| 1978/79 | Paul Miller | Youth Team | Jun-78 | - | 1986/87 | Paul Miller | Charlton Athletic | Feb-87 | Undisclosed |
| 1978/79 | Ricardo Villa | Racing Club (Arg) | Jun-78 | £375,000 | 1983/84 | Ricardo Villa | USA | Jun-83 | Undisclosed |
| 1978/79 | Osvaldo Ardiles | Huracan (Arg) | Jun-78 | £325,000 | 1988/89 | Ossie Ardiles | QPR | Jun-88 | Free |
| 1977/78 | Tony Galvin | Goole Town | Jan-78 | £30,000 | 1987/88 | Tony Galvin | Sheffield Weds | Aug-87 | Undisclosed |
| 1977/78 | Colin Lee | Torquay United | Oct-77 | £60,000 | 1979/80 | Colin Lee | Chelsea | Jan-80 | £200,000 |
| 1976/77 | Jimmy Holmes | Coventry City | Mar-77 | £100,000 | 1979/80 | Jimmy Holmes | Vancouver WC | Jul-79 | Undisclosed |
| 1976/77 | John Gorman | Carlisle United | Nov-76 | £60,000 | 1979/80 | John Gorman | Tampa Bay Row | Jul-79 | Undisclosed |
| 1976/77 | Peter Taylor | Crystal Palace | Sep-76 | £400,000 | 1980/81 | Peter Taylor | Orient | Nov-80 | £150,000 |
| 1976/77 | Gordon Smith | Aston Villa | Aug-76 | £150,000 | 1982/83 | Gordon Smith | Wolves | Aug-82 | Undisclosed |
| 1976/77 | Ian Moores | Stoke City | Aug-76 | £75,000 | 1979/80 | Ian Moores | Orient | Oct-79 | £55,000 |
| 1975/76 | Gerry Armstrong | Bangor, NI | Nov-75 | Undisclosed | 1980/81 | Gerry Armstrong | Watford | Jul-80 | Undisclosed |
| 1975/76 | Willie Young | Aberdeen | Sep-75 | £100,000 | 1976/77 | Willie Young | Arsenal | Mar-77 | £80,000 |
| 1974/75 | Don McAllisher | Bolton Wanderers | Feb-75 | £80,000 | 1981/82 | Don McAllisher | Charlton Athletic | Aug-81 | £40,000 |
| 1974/75 | Glenn Hoddle | Youth Team | Jan-75 | - | 1987/88 | Glenn Hoddle | Monaco | Jul-87 | £1,000,000 |
| 1974/75 | John Duncan | Dundee | Oct-74 | £150,000 | 1978/79 | John Duncan | Derby County | May-78 | £150,000 |
| 1974/75 | Alfie Conn | Rangers | Jul-74 | £150,000 | 1977/78 | Alfie Conn | Celtic | Jul-77 | £60,000 |
| 1973/74 | Neil Mc Nab | Morton | Feb-74 | £75,000 | 1978/79 | Neil Mc Nab | Bolton Wanderers | Nov-78 | £250,000 |
| 1973/74 | Chris Jones | Youth Team | Jan-74 | - | 1982/83 | Chris Jones | Manchester City | Sep-82 | Free |
| 1973/74 | Keith Osgood | Youth Team | Jan-74 | - | 1977/78 | Keith Osgood | Coventry City | May-77 | £130,000 |
| 1971/72 | Ralph Coates | Burnley | May-71 | £190,000 | 1978/79 | Ralph Coates | Orient | Oct-78 | Undisclosed |
| 1970/71 | Barry Daines | Youth Team | Jan-71 | - | 1981/82 | Barry Daines | Hong Kong | Jun-81 | Undisclosed |
| 1969/70 | Martin Peters | West Ham United | Mar-70 | £200,000 | 1974/75 | Martin Peters | Norwich City | Mar-75 | £40,000 |
| 1969/70 | Terry Naylor | Youth Team | Jan-70 | - | 1980/81 | Terry Naylor | Charlton Athletic | Nov-80 | Undisclosed |
| 1969/70 | Jimmy Neighbour | Youth Team | Jan-70 | - | 1976/77 | Jimmy Neighbour | Norwich City | Sep-76 | £75,000 |
| 1968/69 | Roger Morgan | QPR | Feb-69 | £110,000 | 1973/74 | Roger Morgan | Retired | Jul-73 | - |
| 1968/69 | John Pratt | Youth Team | Jan-69 | - | 1980/81 | John Pratt | Portland Timebers | May-80 | Undisclosed |
| 1968/69 | Steve Perryman | Youth Team | Jan-69 | - | 1985/86 | Steve Perryman | Oxford United | Mar-86 | Free |
| 1968/69 | Ray Evans | Youth Team | Jan-69 | - | 1974/75 | Ray Evans | Millwall | Jan-75 | £40,000 |
| 1968/69 | David Jenkins | Arsenal | Oct-68 | £55,000 | 1972/73 | David Jenkins | Brentford | Jul-72 | Undisclosed |
| 1968/69 | Jimmy Pearce | Youth Team | Jun-68 | - | 1973/74 | Jimmy Pearce | Walthamstow | May-73 | - |
| 1967/68 | Martin Chivers | Southampton | Jan-68 | £125,000 | 1976/77 | Martin Chivers | Servette | May-76 | £80,000 |
| 1966/67 | Dennis Bond | Watford | Mar-67 | £20,000 | 1970/71 | Dennis Bond | Charlton Athletic | Oct-70 | Undisclosed |
| 1966/67 | Mike England | Blackburn Rovers | Aug-66 | £95,000 | 1974/75 | Mike England | Seattle Sounders | Apr-75 | Undisclosed |
| 1966/67 | Terry Venables | Chelsea | May-66 | £80,000 | 1969/70 | Terry Venables | QPR | Jun-69 | £70,000 |
| 1965/66 | Joe Kinnear | St Albans | Jan-66 | Undisclosed | 1975/76 | Joe Kinnear | Brighton & HA | Aug-75 | Undisclosed |
| 1964/65 | Alan Gilzean | Dundee | Dec-64 | £72,500 | 1974/75 | Alan Gilzean | South Africa | Jun-74 | Undisclosed |
| 1964/65 | Cyril Knowles | Middlesbrough | May-64 | £45,000 | 1975/76 | Cyril Knowles | Retired | Dec-75 | - |
| 1963/64 | Alan Mullery | Fulham | Mar-64 | £72,500 | 1972/73 | Alan Mullery | Fulham | Jul-72 | £65,000 |
| 1963/64 | Jimmy Robertson | St Mirren | Mar-64 | £25,000 | 1968/69 | Jimmy Robertson | Arsenal | May-68 | |
| 1963/64 | Laurie Brown | Arsenal | Feb-64 | £40,000 | 1966/67 | Laurie Brown | Norwich City | Sep-66 | Undisclosed |
| 1963/64 | Pat Jennings | Watford | May-63 | £27,000 | 1977/78 | Pat Jennings | Arsenal | May-77 | Free |
| 1962/63 | Phil Beal | Youth Team | Jul-62 | - | 1975/76 | Phil Beal | Brighton & HA | Jul-75 | Undisclosed |
| 1961/62 | Jimmy Greaves | AC Milan | Dec-61 | £99,999 | 1969/70 | Jimmy Greaves | West Ham United | Mar-70 | £54,000 |
| 1959/60 | Frank Saul | Youth Team | Jan-60 | - | 1967/68 | Frank Saul | Southampton | Jan-68 | £40,000 |
| 1959/60 | Les Allen | Chelsea | Dec-59 | £20,000 | 1965/66 | Les Allen | QPR | May-65 | £21,000 |
| 1959/60 | John White | Falkirk | Oct-59 | £20,000 | 1964/65 | John White | - | Jul-64 | Died |
| 1959/60 | Tony Marchi | Lanerossi (Italy) | Jun-59 | £20,000 | 1965/66 | Tony Marchi | Cambridge City | May-65 | Undisclosed |
| 1959/60 | Bill Brown | Dundee | Jun-59 | £16,500 | 1966/67 | Bill Brown | Northampton T | Oct-66 | Undisclosed |
| 1958/59 | Dave Mackay | Heart of Midlothian | Mar-59 | £30,000 | 1968/69 | Dave Mackay | Derby County | Jul-68 | Undisclosed |
| 1957/58 | Cliff Jones | Swansea City | Feb-58 | £35,000 | 1968/69 | Cliff Jones | Fulham | Oct-68 | Free |
| 1955/56 | Terry Medwin | Swansea City | Jan-56 | £18,000 | 1963/64 | Terry Medwin | Retired | May-63 | - |
| 1955/56 | Bobby Smith | Chelsea | Dec-55 | £18,000 | 1964/65 | Bobby Smith | Brighton & HA | May-64 | £5,000 |
| 1955/56 | Maurice Norman | Norwich City | Nov-55 | £28,000 | 1967/68 | Maurice Norman | Retired | May-67 | - |
| 1954/55 | Ron Henry | Youth Team | Jan-55 | - | 1965/66 | Ron Henry | Retired | May-65 | - |
| 1954/55 | Danny Blanchflower | Aston Villa | Dec-54 | £30,000 | 1963/64 | Danny Blanchflower | Retired | Apr-64 | - |
| 1954/55 | Terry Dyson | Scarborough | Jun-54 | Undisclosed | 1965/66 | Terry Dyson | Fulham | Jun-65 | Undisclosed |
| 1952/53 | Johnny Brooks | Reading | Feb-53 | £3,000 | 1959/60 | Johnny Brookes | Chelsea | Dec-59 | Undisclosed |
| 1952/53 | Peter Baker | Enfield | Jan-53 | Undisclosed | 1965/66 | Peter Baker | Durban City, RSA | May-65 | Undisclosed |
| 1952/53 | George Robb | Finchley & Wingate | Jan-53 | Undisclosed | 1958/59 | George Robb | Retired | May-58 | - |
| 1951/52 | Mel Hopkins | Youth Team | Jan-52 | - | 1964/65 | Mel Hopkins | Brighton & HA | Oct-64 | Undisclosed |
| 1949/50 | Tony Marchi | Youth Team | Jul-49 | - | 1957/58 | Tony Marchi | Lanerossi (Italy) | Jun-57 | £42,000 |
| 1949/50 | Alf Ramsey | Southampton | May-49 | £21,000 | 1955/56 | Alf Ramsey | ??? | May-55 | Undisclosed |
| 1948/49 | Tommy Harmer | Youth Team | Aug-48 | Undisclosed | 1960/61 | Tommy Harmer | Watford | Oct-60 | £6,000 |
| 1947/48 | Charlie Withers | Finchley & Wingate | Oct-47 | Undisclosed | 1956/57 | Charlie Withers | Retired | May-56 | - |
| 1946/47 | Eddie Baily | Youth Team | Jan-47 | - | 1955/56 | Eddie Baily | Port Vale | Jan-56 | £6,000 |
| 1946/47 | Len Duquemin | Vauxbelet (CI) | Sep-46 | Undisclosed | 1959/60 | Len Duquemin | Bedford Town | Jul-59 | Undisclosed |
| 1945/46 | Ted Ditchburn | Northfleet | Jan-46 | Undisclosed | 1958/59 | Ted Ditchburn | Romford | Apr-59 | Undisclosed |
| 1945/46 | Sonny Walters | Walthamstow Ave | Jul-45 | Undisclosed | 1957/58 | Sonny Walters | Aldershot | Jul-57 | Undisclosed |
| 1939/40 | Les Bennett | Northfleet | May-39 | Undisclosed | 1954/55 | Les Bennett | West Ham United | Dec-54 | Undisclosed |
| 1938/39 | Bill Nicholson | Northfleet | Aug-38 | Undisclosed | 1954/55 | Bill Nicholson | THFC Coaching | May-54 | - |
| 1938/39 | Ron Burgess | Cwm Villa | May-38 | Undisclosed | 1954/55 | Ron Burgess | Swansea Town | Aug-54 | Undisclosed |
| 1935/36 | Les Medley | Northfleet | Jul-35 | Undisclosed | 1953/54 | Les Medley | Retired | May-53 | - |
| 1934/35 | Vic Buckingham | Northfleet | Jan-35 | Undisclosed | 1949/50 | Vic Buckingham | Retired | May-49 | - |
| 1931/32 | Willie Evans | Haywards Heath | May-31 | Undisclosed | 1937/38 | Willie Evans | Fulham | May-37 | Undisclosed |
| 1930/31 | George Hunt | Chesterfield | Jun-30 | Undisclosed | 1937/38 | George Hunt | Arsenal | Oct-37 | Undisclosed |
| 1929/30 | Arthur Rowe | Northfleet | May-29 | Undisclosed | 1938/39 | Arthur Rowe | ??? | May-38 | Undisclosed |
| 1924/25 | Taffy O'Callaghan | Northfleet | Jun-24 | Undisclosed | 1937/38 | Taffy O'Callaghan | Fulham | Oct-37 | Undisclosed |
| 1923/24 | Frank Osborne | Fulham | Jan-24 | £1,500 | 1931/32 | Frank Osborne | Southampton | Jun-31 | Undisclosed |
| 1923/24 | Jack Elkes | Southampton | May-23 | £1,000 | 1929/30 | Jack Elkes | Middlesbrough | Jul-29 | Undisclosed |
| 1919/20 | Jimmy Seed | Mid-Rhondda | Feb-20 | Undisclosed | 1927/28 | Jimmy Seed | Sheffield Weds | Aug-27 | Undisclosed |
| 1919/20 | Charlie Walters | Oxford City | Jan-20 | Undisclosed | 1926/27 | Charlie Walters | Fulham | Oct-26 | Undisclosed |
| 1919/20 | Bert Smith | Huddersfield Town | Aug-19 | Undisclosed | 1930/31 | Bert Smith | Northfleet | May-30 | Undisclosed |
| 1919/20 | Bob McDonald | Inverness CT | Aug-19 | Undisclosed | 1927/28 | Bob McDonald | Clapton Orient | Oct-27 | Undisclosed |
| 1919/20 | Jimmy Dimmock | Edmonton Ramblers | May-19 | Undisclosed | 1931/32 | Jimmy Dimmock | Thames | Aug-31 | Undisclosed |
| 1914/15 | Bill Jaques | Coventry City | Jul-14 | Undisclosed | 1922/23 | Bill Jaques | ??? | May-22 | Undisclosed |
| 1913/14 | Tommy Clay | Leicester Fosse | Jan-14 | Undisclosed | 1929/30 | Tommy Clay | Northfleet | May-29 | Coaching |
| 1912/13 | Fanny Walden | Northampton Town | Apr-13 | £1,700 | 1924/25 | Fanny Walden | Northampton Town | Jul-24 | Undisclosed |
| 1912/13 | Jimmy Cantrell | Notts. County | Oct-12 | Undisclosed | 1923/24 | Jimmy Cantrell | Sutton United | May-23 | Undisclosed |
| 1911/12 | Bert Bliss | Willenhall Swifts | Apr-12 | Undisclosed | 1922/23 | Bert Bliss | Clapton Orient | Dec-22 | Undisclosed |
| 1911/12 | Arthur Grimsdell | Watford | Jan-12 | Undisclosed | 1928/29 | Arthur Grimsdell | Clapton Orient | Jan-29 | Undisclosed |
| 1910/11 | Charlie Rance | Clapton Orient | Jan-11 | Undisclosed | 1920/21 | Charlie Rance | Derby County | Mar-21 | Undisclosed |
| 1908/09 | Billy Minter | Reading | Jul-08 | Undisclosed | 1920/21 | Billy Minter | THFC Coaching | Jun-20 | - |