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| Transfers |
 Crewe Alexandra 14,200,000 < > Gillingham |
| FRN | > | Diogo José Teixeira da Silva, JOTA | AM/WS | POR | 60 | 93 | 04/12/96 (21) | 82 | 1.78 | 71 | Gillingham | | 8840 | | | | 0 | 0 | 3995 | 0 | +4 | |
| ZBW | > | Albian AJETI | CS | SUI | 59/60 | 95 | 26/02/97 (21) | 78 | 1.84 | 83 | Gillingham | | 8670 | | | | 0 | 0 | 4650 | 0 | +4 | |
| Tottenham Hotspur 25,000,000 < > Gillingham |
| KZI | > | Alex OXLADE-CHAMBERLAIN | AM/W | ENG | 64 | 93 | 15/08/93 (25) | 93 | 1.80 | 69 | Gillingham | 7.03 | 17880 | | | | 2 | 0 | 4875 | 7 | +4 | |
| VOZ | > | Ben FOSTER | Gk | ENG | 62 | 96 | 03/04/83 (35) | 91 | 1.87 | 79 | Gillingham | 7.00 | 12760 | | | | 1 | 0 | 1300 | 0 | +4 | |
| Brentford < > 15,000,000 Tottenham Hotspur |
| WQQ | < | Michael KEANE | CB | ENG | 63 | 94 | 11/01/93 (25) | 85 | 1.72 | 68 | Brentford | | 13540 | | | | 3 | 0 | 2865 | 0 | +2 | |
| Manchester United 10,000,000 < > Tottenham Hotspur |
| QTO | > | Petr CECH | Gk | CZE | 66 | 94 | 20/05/82 (36) | 93 | 1.96 | 85 | Tottenham Hotspur | 6.77 | 25220 | | | | 2 | 0 | 1815 | 0 | +2 | |
| FC Porto B 1,500,000 < > Hartlepool United |
| SFZ | > | DIOGO Filipe Monteiro Pinto LEITE | CB | POR | 52 | 80 | 23/01/99 (19) | 86 | 1.88 | 70 | Hartlepool United | | 1440 | | | | 0 | 0 | 1005 | 0 | Y | |
 Lyngby 950,000 < > Hartlepool United |
| AIR | > | ROMÁRIO Manuel Silva Baró | RW | POR | 46 | 92 | 25/01/00 (118) | 88 | | | Hartlepool United | | 560 | | | | 0 | 0 | 670 | 0 | Y | |
| Nottingham Forest < > 1,490,000 QPR |
| WBG | < | Joel WARD | WB | ENG | 61 | 94 | 29/10/89 (28) | 95 | 1.87 | 75 | Nottingham Forest | | 9540 | | | | 1 | 0 | 1780 | 0 | +3 | |
| Birmingham City < > 2,910,000 QPR |
| BWU | < | Faitout MAOUASSA | LB | FRA | 60 | 87 | 06/07/98 (20) | 86 | 1.70 | 74 | Birmingham City | | 8320 | | | | 0 | 0 | 2970 | 0 | +1 | |
| Fulham < > Tranmere Rovers |
| AVM | < | Ben GIBSON | CB | ENG | 58 | 95 | 15/01/93 (25) | 93 | 1.85 | 78 | Tranmere Rovers | | 6690 | | | | 0 | 0 | 1375 | 0 | +4 | (t.21, Fulham) |
| SXD | < | Callum HUDSON-ODOI | W/AM | ENG | 54 | 94 | 07/11/00 (117) | 83 | | | Tranmere Rovers | | 760 | 1 | | | 0 | 0 | 2330 | 0 | Y | (t.21, Fulham) |
| Birmingham City < > FC Halifax |
| TQN | < | Rasmus Nissen KRISTENSEN | RB | DEN | 57 | 97 | 11/07/97 (21) | 87 | | | FC Halifax | 6.08 | 5550 | | | | 0 | 0 | 1755 | 0 | +3 | (t.21, Birmingham City) |
| GCD | < | Martin ØDEGAARD | CM/AM | NOR | 61 | 94 | 17/12/98 (19) | 90 | 1.76 | 68 | FC Halifax | 7.03 | 9490 | | | | 3 | 0 | 5480 | 1 | +3 | (t.21, Birmingham City) |
 Spal < > 570,000 Wrexham |
| MFH | < | Matteo GABBIA | DM | ITA | 48 | 11 | 21/10/99 (18) | 81 | | | Spal | | | | | | | | 600 | | | |
| Huddersfield Town < > 7,500,000 Leeds United |
| IWQ | < | Patrick BURNER | FB | FRA | 60 | 55 | 11/04/96 (22) | 88 | 1.68 | 61 | Huddersfield Town | | 9230 | 1 | | | 0 | 0 | 2460 | 0 | +4 | |
| Carlisle United < > 60,000 Millwall |
| WZT | < | Tom KING | Gk | ENG | 40 | 95 | 09/03/95 (23) | 93 | 1.86 | 80 | Carlisle United | | 440 | | | | 0 | 0 | 80 | 0 | +3 | |
| FC København < > 4,410,000 Millwall |
| ANP | < | Khouma El Hadji BABACAR | CS | SEN | 62 | 15 | 17/03/93 (25) | 90 | 1.84 | 68 | FC København | | | | | | | | 4245 | | | |
| FC Basel < > 2,950,000 Millwall |
| LRZ | < | Stefano SENSI | CM | ITA | 60 | 6 | 05/08/95 (23) | 80 | 1.68 | 62 | FC Basel | | | | | | | | 3245 | | | |
 Argentinos Jnrs < > 1,660,000 York City |
| ESN | < | José 'Leonardo' ULLOA | CS | ARG | 60 | 1 | 26/07/86 (32) | 80 | 1.90 | 85 | Argentinos Jnrs | | | | | | | | 1600 | | | |
| Peterborough Utd 8,100,000 < > Aston Villa |
| KUI | > | David BROOKS | AM/W | WAL | 54 | 91 | 08/07/97 (21) | 94 | 1.66 | 62 | Aston Villa | | 3240 | | | | 0 | 0 | 1660 | 0 | +1 | |
| Blackburn Rovers 3,800,000 < > Swindon Town |
| HDE | > | Ronaldo VIEIRA Nan | CM | ENG | 55 | 94 | 19/07/98 (20) | 92 | 1.77 | 74 | Swindon Town | | 2000 | | | | 0 | 0 | 2115 | 0 | Y | |
| PRI | < | Myles BEERMAN | LB/LW | MLT | 51 | 90 | 13/03/99 (19) | 91 | 1.77 | 66 | Blackburn Rovers | | 1170 | | | | 0 | 0 | 865 | 0 | Y | |
| SJH | > | Glenn MIDDLETON | LW | SCO | 45 | 45 | 01/01/00 (118) | 91 | | | Swindon Town | | 430 | 5 | | | 0 | 0 | 575 | 0 | Y | |
| Brentford < > 7,000,000 Norwich City |
| IRX | < | Arjen ROBBEN | W | NED | 66 | 98 | 23/01/84 (34) | 92 | 1.80 | 75 | Brentford | 6.97 | 23120 | | | | 0 | 0 | 1505 | 14 | +2 | |
| Cesena < > 1,450,000 Norwich City |
| IDU | < | Ferdinando DEL SOLE | AM | ITA | 54/55 | 13 | 17/01/98 (20) | 78 | 1.80 | 72 | Cesena | | | | | | | | 2115 | | | |
| Luton Town < > Norwich City |
| KKS | < | Jadon SANCHO | W | ENG | 46/56 | 87 | 25/03/00 (118) | 62 | 1.80 | 76 | Norwich City | | 440 | | | | 0 | 0 | 2885 | 0 | Y | (t.9, Luton Town) |
| NHT | < | VINÍCIUS José Paixão de Oliveira JÚNIOR | W | BRA | 55/58 | 97 | 12/07/00 (118) | 75 | 1.77 | 67 | Norwich City | | 3640 | | | | 0 | 0 | 3850 | 0 | +3 | (t.9, Luton Town) |
| Milan < > 1,060,000 Mansfield Town |
| RAI | < | Alessandro MATRI | CS | ITA | 62 | 15 | 19/08/84 (34) | 88 | 1.83 | 80 | Milan | | | 2 | | | | | 930 | | | |
| Aarau 5,100,000 < > Mansfield Town |
| JVT | > | Ritsu DOAN | AM/W | JPN | 58 | 96 | 16/06/98 (20) | 89 | 1.72 | 70 | Mansfield Town | | 3150 | | | | 0 | 0 | 3275 | 0 | Y | |
| Chelsea 5,100,000 < > Mansfield Town |
| KHA | > | Manuel Garcia Alonso, MANU GARCIA | AM | ESP | 53/58 | 60 | 02/01/98 (20) | 72 | 1.70 | 65 | Mansfield Town | | 2810 | 3 | | | 0 | 0 | 3275 | 0 | Y | |
| Blackburn Rovers 7,500,000 < > Aston Villa |
| KNO | > | Joel ASORO | St | SWE | 52 | 94 | 27/04/99 (19) | 89 | 1.75 | 70 | Aston Villa | | 1300 | | | | 0 | 0 | 1735 | 0 | Y | |
| TCJ | > | Kristoffer Vassbakk AJER | CB | NOR | 58 | 91 | 17/04/98 (20) | 88 | 1.96 | 84 | Aston Villa | | 3170 | | | | 0 | 0 | 2225 | 0 | Y | |
| XNY | > | Kemar ROOFE | W/AM | ENG | 56 | 94 | 06/01/93 (25) | 93 | 1.77 | 71 | Aston Villa | | 4760 | | | | 0 | 0 | 1500 | 0 | +3 | |
| Blackburn Rovers 1,500,000 < > Aston Villa |
| IJN | < | Ryad BOUDEBOUZ | W/AM | ALG | 62 | 90 | 19/02/90 (28) | 88 | 1.72 | 59 | Blackburn Rovers | 6.88 | 12460 | | | | 0 | 0 | 3030 | 1 | +3 | |
| UUI | > | Will HUGHES | CM | ENG | 60 | 82 | 07/04/95 (23) | 93 | 1.85 | 73 | Aston Villa | | 8460 | | | | 3 | 0 | 3245 | 0 | +3 | |
| Bury 8,000,000 < > Brentford |
| QIX | > | Jack CORK | DM | ENG | 63 | 95 | 25/06/89 (29) | 88 | 1.82 | 69 | Brentford | | 13740 | | | | 1 | 0 | 2225 | 0 | +2 | |
| Aldosivi < > 1,060,000 Doncaster Rovers |
| EUH | < | José Ernesto SOSA | AM/CM | ARG | 60 | 7 | 19/06/85 (33) | 92 | 1.79 | 71 | Aldosivi | | | | | | | | 960 | | | |
 Eintr. Frankfurt < > 2,550,000 Doncaster Rovers |
| VUM | < | Luciano NARSINGH | RW | NED | 60 | 13 | 13/09/90 (28) | 91 | 1.78 | 69 | Eintr. Frankfurt | | | | | | | | 2255 | | | |
| Luton Town < > 1,300,000 Hereford |
| GOG | < | Grant WARD | RW | ENG | 54 | 95 | 04/12/94 (23) | 93 | 1.78 | 73 | Luton Town | | 3130 | | | | 1 | 0 | 1335 | 0 | +1 | |
| WBA 25,000,000 < > Hereford |
| KSP | > | JOELINTON Cassio Apolinário de Lira | WS | BRA | 60 | 90 | 14/08/96 (22) | 90 | 1.86 | 76 | Hereford | 5.77 | 7530 | | | | 0 | 0 | 4215 | 0 | +3 | |
| FWR | > | Bryan CRISTANTE | CM | ITA | 64 | 96 | 03/03/95 (23) | 87 | 1.86 | 78 | Hereford | 7.05 | 16280 | | | | 0 | 0 | 5790 | 1 | +3 | |
 Partizan 9,500,000 < > Hereford |
| QSB | > | Nikola MILENKOVIC | CB | SRB | 61 | 99 | 12/10/97 (20) | 87 | 1.95 | 91 | Hereford | | 9070 | | | | 0 | 0 | 3425 | 0 | +3 | |
| FC Nordsjælland 7,805,000 < > Lincoln City |
| NYJ | > | Stanislav LOBOTKA | CM | SVK | 63 | 88 | 25/11/94 (23) | 94 | 1.70 | 59 | Lincoln City | | 14240 | | | | 0 | 0 | 5015 | 0 | +2 | |
| Kaiserslautern 5,050,000 < > Lincoln City |
| HTW | > | Marco BIZOT | Gk | NED | 63 | 88 | 13/11/91 (26) | 93 | 1.84 | 85 | Lincoln City | | 13740 | | | | 0 | 0 | 2985 | 0 | +2 | |
 Dinamo 7,555,000 < > Lincoln City |
| RSL | > | Fedor SMOLOV | CS | RUS | 64 | 91 | 09/02/90 (28) | 84 | 1.85 | 73 | Lincoln City | | 16580 | | | | 0 | 0 | 4730 | 4 | +2 | |
| 110,000 < > Plymouth Argyle |
| FEU | > | Pedro António Pereira Gonçalves, POTE | CM | POR | 41 | 77 | 28/06/98 (20) | 89 | 1.73 | 65 | Plymouth Argyle | | 240 | | | | 0 | 0 | 240 | 0 | Y | |
| B.Mönchengladbach 475,000 < > Plymouth Argyle |
| EWR | > | Louis BEYER | RB | GER | 45 | 79 | 19/05/00 (118) | 86 | | | Plymouth Argyle | | 460 | | | | 0 | 0 | 370 | 0 | Y | |
| Newcastle United 40,000,000 < > Macclesfield Town |
| GTE | > | Cesar AZPILICUETA Tanco | FB/CB | ESP | 67 | 96 | 28/08/89 (29) | 92 | 1.78 | 70 | Macclesfield Town | 6.88 | 35760 | | | | 4 | 1 | 3955 | 8 | +3 | |
| IAM | < | MARCOS LLORENTE Moreno | CM/DM | ESP | 53/61 | 86 | 30/01/95 (23) | 67 | 1.82 | 65 | Newcastle United | | 10420 | 28 | | | 0 | 0 | 3755 | 0 | +1 | |
| Nîmes < > 420,000 Sunderland |
| KZX | < | Valentin ROBERGE | CB | FRA | 56 | 2 | 09/06/87 (31) | 90 | 1.89 | 74 | Nîmes | | | | | | | | 640 | | | |
| Southampton 3,200,000 < > Huddersfield Town |
| QXL | > | Enzo CRIVELLI | CS | FRA | 61 | 98 | 06/02/95 (23) | 90 | 1.84 | 79 | Huddersfield Town | 6.81 | 8980 | | | | 0 | 0 | 4375 | 11 | +4 | |
| QSO | < | Borja González Tomás, BORJA BASTÓN | CS | ESP | 59 | 94 | 28/11/92 (25) | 91 | 1.86 | 77 | Southampton | 6.55 | 7370 | | | | 12 | 1 | 2730 | 11 | +1 | |
| Loan/transfer listed |
| LJU | - | Tristan NYDAM | CM/LB | ENG | 50/51 | 99 | 06/11/99 (18) | 78 | 1.70 | 60 | Barnsley | | 720 | | | T | 0 | 0 | 1400 | 0 | Y | |
| Released |
| WGH | 25+ | Jerome SINCLAIR | CS | ENG | 48 | 9 | 20/09/96 (21) | 88 | 1.73 | 79 | Västra Frölunda | | | | | | | | 790 | | | |
| QHS | 16 | Zak DEARNLEY | W | ENG | 38 | 15 | | 93 | | | Sittingbourne | | | | | | | | 135 | | | |
| BKQ | 16 | Luke McCULLOUGH | CB | NIR | 44 | 15 | 15/02/94 (24) | 97 | 1.89 | 81 | Torquay United | | | | | | | | 115 | | | |
| Loan callbacks |
| JAY | - | Tammy ABRAHAM | CS | ENG | 61 | 95 | 02/10/97 (20) | 95 | 1.90 | 72 | Tottenham Hotspur | 6.26 | 9780 | | | | 5 | 0 | 5885 | 4 | +2 | |
| ELC | - | Leonardo DA SILVA LOPES | CM | POR | 49 | 94 | 30/11/98 (19) | 90 | 1.68 | 61 | Peterborough Utd | | 660 | | | | 3 | 0 | 960 | 0 | Y | |
| HTY | - | JOÃO MÁRIO Naval Costa Eduardo | CM/RM | POR | 64 | 97 | 19/01/93 (25) | 89 | 1.76 | 70 | Swansea City | 6.86 | 22000 | | | | 0 | 0 | 4875 | 0 | +2 | |
| NJX | - | Harry WINKS | CM | ENG | 61 | 98 | 02/02/96 (22) | 92 | 1.78 | 65 | Tottenham Hotspur | 6.57 | 12960 | | | | 1 | 0 | 4180 | 1 | +2 | |
