| Players Purchased | Fee | Players Sold | Fee | Net Total | |
| Season 18/19 | |||||
| Keanan Bennetts | Undisclosed | ||||
| Anton Walkes | Undisclosed | ||||
| Jaden Brown | Free | ||||
| Totals | £0 | £0 | £0 | ||
| Season 17/18 | |||||
| Paulo Gazzaniga | £2,500,000 | Nabil Bentaleb | £16,000,000 | ||
| Davinson Sánchez | £42,000,000 | Federico Fazio | £2,750,000 | ||
| Juan Foyth | £8,000,000 | Kyle Walker | £45,000,000 | ||
| Serge Aurier | £23,000,000 | Luke McGee | Undisclosed | ||
| Fernando Llorente | £12,100,000 | Clinton N'Jie | £6,000,000 | ||
| Lucas Moura | £25,000,000 | William Miller | Undisclosed | ||
| Kevin Wimmer | £18,000,000 | ||||
| Totals | £112,600,000 | £87,750,000 | £24,850,000 | ||
| Players Purchased | Fee | Players Sold | Fee | Net Total | |
| Season 16/17 | |||||
| Victor Wanyama | £11,000,000 | Christopher Paul | Free | ||
| Vincent Janssen | £17,000,000 | Grant Ward | £600,000 | ||
| Moussa Sissoko | £30,000,000 | Alex Pritchard | £8,000,000 | ||
| Georges-Kévin N'Koudo | £10,800,000 | Emmanuel Sonupe | Free | ||
| DeAndre Yedlin | £5,000,000 | ||||
| Nacer Chadli | £13,000,000 | ||||
| Ryan Mason | £10,000,000 | ||||
| Tom Carroll | £4,500,000 | ||||
| Totals | £68,800,000 | £41,100,000 | £27,700,000 | ||
| Season 15/16 | |||||
| Kieran Trippier | £3,500,000 | Paulinho | £9,000,000 | ||
| Kevin Wimmer | £4,300,000 | Lewis Holtby | £4,600,000 | ||
| Toby Alderweireld | £11,500,000 | Brad Friedel | Released | ||
| Clinton N'Jie | £12,200,000 | Jordan Archer | Released | ||
| Son Heung-min | £22,000,000 | Cristian Ceballos | Released | ||
| Shilow Tracey | Undisclosed | Bongani Khumalo | Released | ||
| Alexander McQueen | Released | ||||
| Étienne Capoue | £7,000,000 | ||||
| Younès Kaboul | £3,000,000 | ||||
| Benjamin Stambouli | £6,000,000 | ||||
| Ryan Fredericks | £250,000 | ||||
| Grant Hall | Undisclosed | ||||
| Vlad Chriches | £4,500,000 | ||||
| Roberto Soldado | £10,000,000 | ||||
| Aaron Lennon | £4,500,000 | ||||
| Kenny McEvoy | Free | ||||
| Shaquile Coulthirst | Undisclosed | ||||
| Andros Townsend | £12,000,000 | ||||
| Totals | £53,500,000 | £60,850,000 | -£7,350,000 | ||
| Season 14/15 | |||||
| Ben Davies | Swap | Heurelho Gomes | Free | ||
| Michel Vorm | £3,500,000 | Jake Livermore | £8,000,000 | ||
| Eric Dier | £4,000,000 | Cameron Lancaster | Released | ||
| DeAndre Yedlin | £2,750,000 | Gylfi Sigurðsson | Swap | ||
| Federico Fazio | £8,000,000 | Iago Falque | £5,000,000 | ||
| Benjamin Stambouli | £4,700,000 | Michael Dawson | £3,500,000 | ||
| Dele Alli | £5,000,000 | Cameron Lancaster | Free | ||
| Zeki Fryers | £1,500,000 | ||||
| Jonathan Obika | £200,000 | ||||
| Sandro | £6,000,000 | ||||
| Lawrence Vigouroux | Signed | ||||
| Kevin Stewart | Signed | ||||
| Darren McQueen | Signed | ||||
| Giancarlo Gallifuoco | Released | ||||
| Roman Michael-Percil | Released | ||||
| Jonathan Miles | Released | ||||
| Kyle Naughton | £5,000,000 | ||||
| Benoit Assou Ekotto | Released | ||||
| Totals | £27,950,000 | £29,200,000 | -£1,250,000 | ||
| Season 13/14 | |||||
| Paulinho | £17,000,000 | Nathan Byrne | Free | ||
| Nacer Chadli | £7,000,000 | Jack Barthram | Released | ||
| Roberto Soldado | £25,800,000 | David Bentley, | Released | ||
| Etienne Capoue | £8,600,000 | Jack Munns, | Released | ||
| Christian Eriksen | £11,000,000 | Jake Nicholson. | Released | ||
| Erik Lamela | £25,800,000 | John Bostock, | Released | ||
| Vlad Chiriches | £8,500,000 | William Gallas, | Released | ||
| Steven Caulker | £8,000,000 | ||||
| Tom Huddlestone | £5,250,000 | ||||
| Clint Dempsey | £5,800,000 | ||||
| Scott Parker | £2,000,000 | ||||
| Gareth Bale | £85,300,000 | ||||
| Massimo Luongo | £400,000 | ||||
| Simon Dawkins | £500,000 | ||||
| Adam Smith | £250,000 | ||||
| Germain Defoe | £6,000,000 | ||||
| Totals | £103,700,000 | £113,500,000 | -£9,800,000 | ||
| Season 12/13 | |||||
| Gylfi Sigurdsson | £8,000,000 | Niko Kranjcar | £7,000,000 | ||
| Jan Vertonghen | £10,000,000 | Vedran Corluka | £5,500,000 | ||
| Emmanuel Adebayor | £5,000,000 | Ryan Nelsen | Free | ||
| Moussa Dembele | £15,000,000 | Lee Angol | Free | ||
| Hugo Lloris | £12,000,000 | Ben Alnwick | Free | ||
| Clint Dempsey | £7,000,000 | Steven Pienaar | £4,500,000 | ||
| Ezekiel Fryers | £3,000,000 | Sebastien Bassong | £4,000,000 | ||
| Lewis Holtby | £1,500,000 | Luka Modric | £30,000,000 | ||
| David Button | £500,000 | ||||
| Rafael Van der Vaart | £10,300,000 | ||||
| Giovani Dos Santos | £1,000,000 | ||||
| Louis Saha | Released | ||||
| Carlo Cudicini | Free | ||||
| Jermaine Jenas | Undisclosed | ||||
| Totals | £61,500,000 | £62,800,000 | -£1,300,000 | ||
| Season 11/12 | |||||
| Brad Friedel | Free | Jamie O'Hara | £5,000,000 | ||
| Cristian Ceballos | Free | Jonathan Woodgate | Free | ||
| Souleymane Coulibaly | £2,000,000 | Paul-José Mpoku | Undisclosed | ||
| Yago Falqué | Undisclosed | Robbie Keane | £4,350,000 | ||
| Scott Parker | £6,000,000 | Alan Hutton | £4,000,000 | ||
| Callum Tapping | Nominal | ||||
| Peter Crouch | £10,000,000 | ||||
| Wilson Palacios | £8,000,000 | ||||
| Roman Pavlyuchenko | £8,000,000 | ||||
| Nouha Dicko | Free | ||||
| Totals | £8,000,000 | £39,350,000 | -£31,350,000 | ||
| Season 10/11 | |||||
| Sandro Raniere | £6,000,000 | Lee Butcher | Free | ||
| William Gallas | Free | Sam Cox | Free | ||
| Rafael Van Der Vaart | £8,000,000 | Adel Taarabt | £1,000,000 | ||
| Bongani Khumalo | £1,500,000 | Dorian Dervite | Free | ||
| Steven Pienaar | £3,000,000 | ||||
| Totals | £18,500,000 | £1,000,000 | £17,500,000 | ||
| Season 09/10 | |||||
| Kyle Naughton | £5,000,000 | David Hutton | Undisclosed | ||
| Kyle Walker | £3,000,000 | Danny Hutchins | Free | ||
| Peter Crouch | £9,000,000 | Didier Zokora | £7,750,000 | ||
| Sebastien Bassong | £8,000,000 | Chris Gunter | £1,750,000 | ||
| Niko Kranjcar | £2,000,000 | Darren Bent | £16,500,000 | ||
| Jimmy Walker | Free | Pascal Chimbonda | £3,000,000 | ||
| Younes Kaboul | £5,000,000 | Kevin-Prince Boateng | £4,000,000 | ||
| Tomas Pekhart | Free | ||||
| Troy Henville | Undisclosed | ||||
| Totals | £32,000,000 | £33,000,000 | -£1,000,000 | ||
| Season 08/09 | |||||
| Vedran Corluka | £8,500,000 | Paul Robinson | £3,500,000 | ||
| Heurelho Gomes | £10,000,000 | Pascal Chimbonda | Undisclosed | ||
| Robbie Keane | £12,000,000 | Robbie Keane | £19,000,000 | ||
| Cesar Sanchez | Undisclosed | Anthony Gardener | £2,500,000 | ||
| Jermain Defoe | £15,000,000 | Steed Malbranque | £7,000,000 | ||
| Wilson Palacios | £12,000,000 | Younes Kaboul | £5,000,000 | ||
| Carlo Cudicini | Free | Young Pyo Lee | Undisclosed | ||
| Pascal Chimbonda | Signed | Dimitar Berbatov | £30,750,000 | ||
| Roman Pavlyuchenko | £14,000,000 | Andy Barcham | Free | ||
| David Bentley | £15,000,000 | Charlie Daniels | Free | ||
| John Bostock | £700,000 | Hossam Ghaly | Free | ||
| Cesar Sanchez | Signed | ||||
| Teemu Tainio | Undisclosed | ||||
| Totals | £87,200,000 | £67,750,000 | £19,450,000 | ||
| Season 07/08 | |||||
| Giovani | £4,700,000 | Radek Cerny | Free | ||
| Luka Modric | £16,600,000 | Jermain Defoe | £7,500,000 | ||
| Gilberto | £2,000,000 | Wayne Routledge | £1,250,000 | ||
| Alan Hutton | £9,000,000 | Lee Barnard | Free | ||
| Jonathan Woodgate | £8,000,000 | Philip Ifil | Signed | ||
| Chris Gunter | £2,000,000 | Danny Murphy | Signed | ||
| Kevin Boateng | £5,400,000 | Ahmed Mido | £6,000,000 | ||
| Danny Rose | £1,000,000 | Charlie Daniels | Signed | ||
| Emil Hallfredsson | Nominal | ||||
| Totals | £48,700,000 | £14,750,000 | £33,950,000 | ||
| Season 06/07 | |||||
| Younes Kaboul | Signed | Mark Yeates | Signed | ||
| Darren Bent | £16,500,000 | Reto Ziegler | Signed | ||
| Adel Taarabt | £3,000,000 | Rob Burch | Free | ||
| Gareth Bale | £6,000,000 | Charlie Lee | Free | ||
| Ricardo Rocha | £3,300,000 | Stuart Lewis | Signed | ||
| Ben Alnwick | £900,000 | Edgar Davids | Free | ||
| Pascal Chimbonda | £4,500,000 | Calum Davenport | £3,000,000 | ||
| Sted Malbranque | £2,000,000 | Marton Fulop | £500,000 | ||
| Ahmed Mido | £4,500,000 | Andy Reid | £3,000,000 | ||
| Didier Zokora | £8,200,000 | Michael Carrick | £18,600,000 | ||
| Dean Marney | Signed | ||||
| Totals | £48,900,000 | £25,100,000 | £23,800,000 | ||
| Season 05/06 | |||||
| Dorian Dervitte | Signed | Stephen Kelly | £750,000 | ||
| Dimitar Berbatov | £10,900,000 | Claude Seanla | Free | ||
| Benoit Assou-Ekotto | £3,500,000 | Johnnie Jackson | Free | ||
| Danny Murphy | £2,000,000 | Mounir El Hamdaoui | Signed | ||
| Hossam Ghaly | £3,000,000 | Grzegorz Rasiak | £2,000,000 | ||
| Young-Pyo Lee | Signed | Michael Brown | £2,000,000 | ||
| Grzegorz Rasiak | £2,000,000 | Noe Pamarot | £2,500,000 | ||
| Jermaine Jenas | £7,000,000 | Sean Davis | £2,500,000 | ||
| Edgar Davids | Free | Pedro Mendes | £2,500,000 | ||
| Radek Cerny | Signed | Erik Edman | Signed | ||
| Mounir El Hamdaoui | Free | Frederic Kanoute | £4,400,000 | ||
| Teemu Tainio | Free | Mark Wright | Free | ||
| Aaron Lennon | £1,000,000 | Thimothee Atouba | Signed | ||
| Tom Huddlestone | £2,500,000 | Nicky Eyre | Free | ||
| Wayne Routledge | £2,500,000 | Mark Hughes | Free | ||
| Totals | £34,400,000 | £16,650,000 | £17,750,000 | ||
| Season 04/05 | |||||
| Paul Stalteri | Free | Simon Davies | £3,500,000 | ||
| Andy Reid | £4,000,000 | Rohan Ricketts | Free | ||
| Michael Dawson | £4,000,000 | Jamie Slabber | Free | ||
| Emil Hallfredsson | Signed | Kasey Keller | £500,000 | ||
| Reto Ziegler | Signed | Jamie Redknapp | Free | ||
| Calum Davenport | £1,300,000 | Mauricio Taricco | Free | ||
| Noe Pamarot | £1,750,000 | Gary Doherty | £500,000 | ||
| Michael Carrick | £2,750,000 | Stephen Carr | £2,000,000 | ||
| Thimothee Atouba | Free | Darren Anderton | Free | ||
| Edson Silva Sousa | Free | Lars Hirschfeld | Signed | ||
| Noureddine Naybet | £700,000 | Sergei Rebrov | Free | ||
| Erik Edman | Signed | Milenko Acimovic | Free | ||
| Pedro Mendes | £2,000,000 | Helder Postiga | £5,000,000 | ||
| Totals | £16,500,000 | £11,500,000 | £5,000,000 | ||
| Season 03/04 | |||||
| Marton Fulop | £200,000 | Christian Ziege | Free | ||
| Sean Davis | Signed | Shwan Jalal | Free | ||
| Paul Robinson | £1,500,000 | David Hicks | Free | ||
| Jermain Defoe | £7,000,000 | Bobby Zamora | Swap | ||
| Michael Brown | £500,000 | Jonathan Blondel | Signed | ||
| Mbulelo Mabizela | Signed | Chris Perry | Nominal | ||
| Frederic Kanoute | £3,500,000 | Neil Sullivan | Free | ||
| Bobby Zamora | £1,500,000 | Matthew Etherington | Swap | ||
| Steffen Iversen | Free | ||||
| Steffen Freund | Free | ||||
| John Sutton | Free | ||||
| Ben Thatcher | Free | ||||
| Teddy Sheringham | Free | ||||
| Totals | £14,200,000 | £0 | £14,200,000 | ||
| Season 02/03 | |||||
| Helder Postiga | £6,250,000 | Alton Thelwell | Free | ||
| Robbie Keane | £7,000,000 | Mario Noto | Free | ||
| Rohan Ricketts | Free | Tim Sherwood | Signed | ||
| Jonathan Blondel | Signed | Les Ferdinand | Nominal | ||
| Jamie Redknapp | Free | Stephen Clemence | £250,000 | ||
| Milenko Acimovic | Free | John Piercy | Free | ||
| Oyvind Leonhardsen | Free | ||||
| Chris Armstrong | Free | ||||
| Yannick Kamanan | Signed | ||||
| Totals | £13,250,000 | £250,000 | £13,000,000 | ||
| Season 01/02 | |||||
| Dave Beasant | Free | Ciaran Toner | Free | ||
| Dean Richards | £8,100,000 | Dave Beasant | Free | ||
| Kasey Keller | Free | Luke Young | £3,000,000 | ||
| Christian Ziege | £4,000,000 | Dave McEwen | Free | ||
| Goran Bunjevcevic | £1,400,000 | Ian Walker | £2,500,000 | ||
| Sol Campbell | Free | ||||
| Ramon Vega | Free | ||||
| Totals | £13,500,000 | £5,500,000 | £8,000,000 | ||
| Season 00/01 | |||||
| Gustavo Poyet | Signed | Neale Fenn | Free | ||
| Teddy Sheringham | Free | Mark Gower | £32,500 | ||
| Stevie Ferguson | Signed | Jose Dominguez | Signed | ||
| Ben Thatcher | £5,000,000 | Ruel Fox | £200,000 | ||
| David Lee | Free | ||||
| Allan Nielsen | £2,250,000 | ||||
| Espen Baardsen | £1,250,000 | ||||
| David Ginola | £3,000,000 | ||||
| Peter Crouch | £60,000 | ||||
| John Scales | Free | ||||
| Totals | £5,000,000 | £6,792,500 | -£1,792,500 | ||
| Season 99/00 | |||||
| Sergei Rebrov | £11,000,000 | Paul McVeigh | Nominal | ||
| Neil Sullivan | Free | Justin Edinburgh | £175,000 | ||
| Gary Doherty | £1,000,000 | Paolo Tramezzani | Free | ||
| Jon Jonssen | £250,000 | Moussa Saib | £640,000 | ||
| Anthony Gardner | £1,000,000 | Simon Webb | Signed | ||
| Dave McEwen | Free | Alan Marriott | Free | ||
| Simon Davies | £700,000 | Clive Wilson | Free | ||
| Matthew Etherington | £500,000 | Simon Brown | Free | ||
| Oyvind Leonhardsen | £3,000,000 | Rory Allen | £1,000,000 | ||
| Yannick Kamanan | Trainee | Andy Sinton | Free | ||
| Chris Perry | £4,000,000 | Roger Nilsen | Free | ||
| Totals | £21,450,000 | £1,815,000 | £19,635,000 | ||
| Season 98/99 | |||||
| Willem Korsten | £1,500,000 | Ross Fitzsimon | Free | ||
| Roger Nilsen | Free | Peter Gain | £15,000 | ||
| Tim Sherwood | £4,000,000 | Colin Calderwood | £225,000 | ||
| Steffen Freund | £750,000 | Nicola Berti | Free | ||
| Mauricio Taricco | £1,775,000 | Mark Arber | £75,000 | ||
| Totals | £8,025,000 | £315,000 | £7,710,000 | ||
| Season 97/98 | |||||
| Paolo Tramezzani | £1,350,000 | Garry Brady | Free | ||
| Moussa Saib | £2,300,000 | Dean Austin | Free | ||
| Frode Grodas | £250,000 | Danny Hill | Free | ||
| Nicola Berti | Free | David Howells | Free | ||
| Jose Dominguez | £1,600,000 | Paul Mahorn | Non-contract | ||
| Les Ferdinand | £6,000,000 | Jamie Clapham | £300,000 | ||
| David Ginola | £2,000,000 | Kevin Maher | Free | ||
| Leon Townley | £55,000 | ||||
| Ronny Rosenthal | Free | ||||
| Simon Wormull | Free | ||||
| Totals | £13,500,000 | £355,000 | £13,145,000 | ||
| Season 96/97 | |||||
| Ramon Vega | £3,750,000 | Teddy Sheringham | £3,500,000 | ||
| Kevin Watson | Free | Kevin Scott | £250,000 | ||
| John Scales | £2,600,000 | Jason Cundy | £200,000 | ||
| Steve Slade | £350,000 | Gerry McMahon | £450,000 | ||
| Steffen Iversen | £2,500,000 | Andy Turner | £250,000 | ||
| Chris Day | £225,000 | ||||
| Totals | £9,425,000 | £4,650,000 | £4,775,000 | ||
| Season 95/96 | |||||
| Espen Baardsen | Free | Kevin Watson | Free | ||
| Darren Caskey | £700,000 | Steve Slade | £350,000 | ||
| Nick Barmby | Free | Chris Day | £225,000 | ||
| Darren Caskey | £700,000 | ||||
| Nick Barmby | £5,250,000 | ||||
| Jurgen Klinnsmann | £1,400,000 | ||||
| Totals | £700,000 | £7,925,000 | -£7,225,000 | ||
| Season 94/95 | |||||
| Chris Armstrong | £4,500,000 | John Hendry | £200,000 | ||
| Clive Wilson | Free | Gica Popescu | £2,800,000 | ||
| Gica Popescu | £2,900,000 | Gudni Bergsson | £65,000 | ||
| Ilie Dumitrescu | £2,600,000 | Steve Robinson | Free | ||
| Jurgen Klinsmann | £2,000,000 | Neil Young | Free | ||
| Peter Beadle | Signed | ||||
| Ijah Anderson | Free | ||||
| Vinny Samways | £2,200,000 | ||||
| Totals | £12,000,000 | £5,265,000 | £6,735,000 | ||
| Season 93/94 | |||||
| Owen Coll | Signed | Jeff Minton | Free | ||
| Kevin Scott | £850,000 | Neil Le Bihan | Free | ||
| Ronny Rosenthal | £250,000 | Glynn Hurst | Free | ||
| David Kerslake | £450,000 | Andy Quy | Free | ||
| Jason Dozzell | £1,900,000 | Steve Sedgley | £1,000,000 | ||
| Andy Gray | Signed | ||||
| Lee Hodges | Free | ||||
| Junior McDougald | Signed | ||||
| Gordon Durie | £1,200,000 | ||||
| Kevin Dearden | Free | ||||
| Paul Allen | £500,000 | ||||
| Pat Van Den Hauwe | Free | ||||
| David McDonald | Free | ||||
| Scott Houghton | Free | ||||
| Ian Hendon | £50,000 | ||||
| David Tuttle | £350,000 | ||||
| Totals | £3,450,000 | £3,100,000 | £350,000 | ||
| Season 92/93 | |||||
| Colin Calderwood | £1,250,000 | Neil Ruddock | £2,500,000 | ||
| Teddy Sheringham | £2,100,000 | Mark Robson | Free | ||
| Totals | £3,350,000 | £2,500,000 | £850,000 | ||
| Grand Total | £727,500,000 | £555,017,500 | £172,482,500 | ||