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| Transfers |
 Bristol City < > Tottenham Hotspur |
| TVA | < | Ben CHILWELL | LWB | ENG | 60 | 94 | 21/12/96 (21) | 91 | 1.78 | 71 | Tottenham Hotspur | | 10100 | | | | 0 | 0 | 2715 | 0 | +3 | (t.25, Bristol City) |
 Young Boys 7,000,000 < > QPR |
| WWF | > | Denis ZAKARIA | DM | SUI | 62 | 91 | 20/11/96 (21) | 92 | 1.91 | 76 | QPR | | 10860 | | | | 0 | 0 | 3610 | 0 | +4 | |
 Anzhi 2,100,000 < > Barnsley |
| IMN | > | Alan DZAGOEV | AM/W | RUS | 64 | 91 | 17/06/90 (27) | 89 | 1.79 | 70 | Barnsley | | 17180 | | | | 0 | 0 | 4330 | 2 | +4 | |
| YRF | < | Bobby Shou WOOD | St | USA | 61 | 13 | 15/11/92 (25) | 94 | 1.82 | 75 | Anzhi | | | | | | | | 3670 | | | |
 SC Freiburg 6,500,000 < > Manchester City |
| PXK | > | Daniel CALIGIURI | W | ITA | 64 | 75 | 15/01/88 (30) | 89 | 1.82 | 79 | Manchester City | | 17380 | | | | 0 | 0 | 3520 | 1 | +3 | |
| Norwich City 9,000,000 < > Manchester City |
| BKC | > | Joshua BRENET | FB | NED | 63 | 97 | 20/03/94 (23) | 92 | 1.80 | 74 | Manchester City | | 13240 | | | | 0 | 0 | 3405 | 0 | +4 | |
| GUV | > | Philipp OCHS | W | GER | 54/55 | 95 | 17/04/97 (20) | 79 | 1.74 | 73 | Manchester City | | 1960 | | | | 0 | 0 | 2115 | 0 | Y | |
| Doncaster Rovers < > 600,000 Tranmere Rovers |
| XQC | < | Marcus EDWARDS | AM | ENG | 45 | 80 | 03/12/98 (19) | 92 | 1.73 | 61 | Doncaster Rovers | | 410 | | | | 0 | 0 | 525 | 0 | Y | |
 Angers < > 3,480,000 Port Vale |
| UQW | < | Nacer CHADLI | W | BEL | 62 | 15 | 02/08/89 (28) | 92 | 1.87 | 80 | Angers | | | | | | | | 3030 | | | |
| Northampton Town 4,250,000 < > Port Vale |
| NVW | > | Gabriel Iván MERCADO | RB/CB | ARG | 65 | 94 | 18/03/87 (30) | 91 | 1.80 | 71 | Port Vale | 6.94 | 19800 | | | | 2 | 0 | 2770 | 0 | +3 | |
 Valletta < > Swindon Town |
| PRI | < | Myles BEERMAN | LB/LW | MLT | 51 | 96 | 13/03/99 (18) | 93 | | | Swindon Town | | 1130 | | | | 0 | 0 | 945 | 0 | Y | (t.19, Valletta) |
| Newport County < > Blackburn Rovers |
| MLT | < | Matty FOULDS | CB/LB | ENG | 43 | 95 | 17/02/98 (20) | 95 | 1.83 | 74 | Blackburn Rovers | | 340 | | | | 0 | 0 | 205 | 0 | Y | (t.13, Newport County) |
| Rennes 4,150,000 < > Bristol Rovers |
| XDF | > | Joris GNAGNON | CB | FRA | 61 | 95 | 13/01/97 (21) | 80 | 1.83 | 88 | Bristol Rovers | | 11120 | | | | 0 | 0 | 3130 | 0 | +3 | |
 Admira < > 490,000 Bristol City |
| MSN | < | Paul 'Arnold' GARITA | CS | CMR | 47 | 1 | 18/06/95 (22) | 89 | 1.86 | 86 | Admira | | | | | | | | 605 | | | |
| West Ham United < > 1,040,000 York City |
| NZM | < | MARIO SUÁREZ Mata | DM | ESP | 61 | 94 | 24/02/87 (31) | 89 | 1.86 | 80 | West Ham United | 7.25 | 9640 | | | | 1 | 0 | 1415 | 0 | +1 | |
| Coventry City 1,000,000 < > York City |
| KSM | > | Ronaldo Aparecido Rodrigues, NALDO | CB | BRA | 64 | 97 | 09/10/82 (35) | 91 | 1.92 | 82 | York City | 6.72 | 18780 | | | | 3 | 0 | 270 | 4 | +1 | |
| SK Sturm Graz 2,135,000 < > Shrewsbury Town |
| PRC | > | Dario MARESIC | CB | AUT | 54 | 80 | 29/09/99 (18) | 90 | 1.83 | 74 | Shrewsbury Town | | 1730 | | | | 0 | 0 | 1470 | 0 | Y | |
| Sampdoria 47,500,000 < > Leeds United |
| HQW | > | Milan SKRINIAR | CB | SVK | 65 | 83 | 11/02/95 (23) | 90 | 1.86 | 79 | Leeds United | | 22800 | | | | 0 | 0 | 4520 | 0 | +4 | |
| UMT | < | Davy PRÖPPER | CM | NED | 63 | 6 | 02/09/91 (26) | 94 | 1.85 | 72 | Sampdoria | | | 6 | | | | | 3980 | | | |
| Chacarita Juniors 5,750,000 < > Leeds United |
| CGP | > | Marcos Javier ACUÑA | LW | ARG | 64 | 78 | 28/10/91 (26) | 90 | 1.72 | 72 | Leeds United | | 17980 | | | | 0 | 0 | 4600 | 0 | +3 | |
| VKE | < | Chris WOOD | CS | NZL | 61 | 11 | 07/12/91 (26) | 94 | 1.90 | 80 | Chacarita Juniors | | | 1 | | | | | 3460 | | | |
| FC Schalke 04 II 8,750,000 < > Leeds United |
| IBX | > | Cristiano PICCINI | RWB | ITA | 64 | 97 | 26/09/92 (25) | 81 | 1.82 | 77 | Leeds United | | 17980 | | | | 0 | 0 | 3305 | 0 | +3 | |
| RIU | < | Idriss 'Carlos' KAMENI | Gk | CMR | 62 | 11 | 18/02/84 (34) | 94 | 1.84 | 78 | FC Schalke 04 II | | | | | | | | 1410 | | | |
| Flamengo 4,550,000 < > Manchester United |
| EMQ | > | Lucas Tolentino Coelho de Lima, LUCAS PAQUETÁ | AM | BRA | 58 | 94 | 27/08/97 (20) | 88 | 1.80 | 72 | Manchester United | | 3290 | | | | 0 | 0 | 3275 | 0 | Y | |
| Santos 5,250,000 < > Manchester United |
| NLT | > | LUCAS Verissimo da Silva | CB | BRA | 61 | 89 | 07/07/95 (22) | 89 | 1.89 | 75 | Manchester United | | 11720 | | | | 0 | 0 | 2840 | 0 | +3 | |
| NOO | > | RODRYGO Silva de Goes | St | BRA | 44 | 89 | 09/01/01 (117) | 87 | 1.71 | 62 | Manchester United | | 410 | | | | 0 | 0 | 640 | 0 | Y | |
| Leyton Orient < > 10,000,000 Swansea City |
| AER | < | Moussa DIABY | St | FRA | 44 | 84 | 07/07/99 (18) | 88 | | | Leyton Orient | | 380 | | | | 0 | 0 | 585 | 0 | Y | |
| UFT | < | Marko GRUJIC | CM | SRB | 58 | 98 | 13/04/96 (21) | 92 | 1.91 | 82 | Leyton Orient | | 6600 | | | | 0 | 0 | 2985 | 0 | +3 | |
| Enfield < > Leyton Orient |
| YCE | < | David ROZEHNAL | CB | CZE | 57 | 14 | 05/07/80 (37) | 92 | 1.91 | 79 | Enfield | | | 11 | | | | | F/t | | | |
| PZZ | < | Ángel RANGEL Zaragoza | RWB | ESP | 60 | 0 | 28/10/82 (35) | 85 | 1.80 | 74 | Enfield | | | 8 | | | | | 90 | | | |
 Büyüksehir < > 480,000 Leyton Orient |
| QUA | < | SEMIH Sentürk | CS | TUR | 56/58 | 14 | 29/04/83 (34) | 76 | 1.83 | 78 | Büyüksehir | | | | | | | | 460 | | | |
| Milton Keynes 9,750,000 < > Macclesfield Town |
| XKC | > | Christopher NKUNKU | CM | FRA | 56 | 94 | 14/11/97 (20) | 84 | 1.59 | 46 | Macclesfield Town | | 2430 | | | | 0 | 0 | 2450 | 0 | Y | |
| NEC < > 2,950,000 Chelsea |
| SBM | < | Gervane KASTANEER | St | NED | 55/56 | 2 | 09/06/96 (21) | 79 | 1.85 | 86 | NEC | | | | | | | | 2595 | | | |
| Perugia 1,275,000 < > Watford |
| JBT | > | DIEGO Cavalieri | Gk | BRA | 60 | 75 | 01/12/82 (35) | 87 | 1.91 | 86 | Watford | | 8160 | | | | 0 | 0 | 955 | 0 | +1 | |
| Loan/transfer listed |
| NYU | - | Greg KILTIE | WS | SCO | 48 | 80 | 18/01/97 (21) | 94 | | | Port Vale | | 710 | | | T | 0 | 0 | 790 | 0 | Y | |
| IGJ | - | ALFONSO Pedraza Sag | LW | ESP | 57 | 98 | 09/04/96 (21) | 84 | 1.82 | 75 | Wolves | 7.06 | 2980 | | | T | 1 | 0 | 2580 | 1 | | |
| URN | - | Daniele VERDE | LW | ITA | 58 | 95 | 20/06/96 (21) | 94 | 1.68 | 64 | Wolves | 6.92 | 5070 | | | T | 1 | 0 | 2985 | 4 | | |
| HGI | - | Tony RALSTON | RB | SCO | 49 | 94 | 16/11/98 (19) | 95 | | | Chelsea | | 920 | | | T | 0 | 0 | 640 | 0 | Y | |
| GET | - | Pol Mikel LIROLA Kosok | RB | ESP | 59/61 | 95 | 13/08/97 (20) | 77 | 1.83 | 70 | Chelsea | | 5000 | | | T | 0 | 0 | 3425 | 0 | Y | |
| DTK | - | Jordan LOTOMBA | RWB/RM | SUI | 56/60 | 98 | 29/09/98 (19) | 73 | 1.77 | 67 | Chelsea | | 1340 | | | T | 0 | 0 | 3225 | 0 | Y | |
| BHW | - | Weston McKENNIE | CM/AM | USA | 54/58 | 82 | 28/08/98 (19) | 73 | 1.77 | 76 | Chelsea | | 760 | | | T | 0 | 0 | 3560 | 0 | Y | |
| IKM | - | Salih ÖZCAN | St | GER | 48/58 | 93 | 11/01/98 (20) | 63 | 1.82 | 74 | Chelsea | | 1170 | | | T | 0 | 0 | 3810 | 0 | Y | |
| ATD | - | Max KRUSE | St/AM | GER | 63 | 94 | 19/03/88 (29) | 90 | 1.80 | 76 | Chelsea | 6.40 | 25820 | | | T | 1 | 0 | 3815 | 3 | +1 | |
| SVJ | - | Cédric BAKAMBU | CS | COD | 63 | 93 | 11/04/91 (26) | 88 | 1.80 | 70 | Arsenal | 6.71 | 18480 | | | T | 5 | 1 | 4635 | 21 | +2 | |
| WUN | - | Marcus COCO | W | FRA | 62 | 94 | 24/06/96 (21) | 90 | 1.84 | 75 | Arsenal | 6.66 | 13900 | | | T | 9 | 1 | 5325 | 11 | +2 | |
| Released |
| MHU | 16 | Davide VITTURINI | RWB | ITA | 51/52 | 2 | 21/02/97 (21) | 79 | 1.80 | 72 | Carrarese | | | | | | | | 830 | | | |
| JBF | 16 | Scott GOLBOURNE | LB | ENG | 50 | 9 | 29/02/88 (30) | 84 | 1.72 | 73 | Bristol City | | | | | | | | 235 | | | |
| Loan callbacks |
| ENC | - | Nathan REDMOND | W/WS | ENG | 62 | 94 | 06/03/94 (24) | 94 | 1.72 | 74 | Tottenham Hotspur | 6.47 | 15040 | | | | 0 | 0 | 4340 | 3 | +3 | |
| HEK | - | Jeff REINE-ADELAÏDE | AM/W | FRA | 48 | 95 | 17/01/98 (20) | 82 | 1.84 | 75 | Port Vale | | 670 | | | | 0 | 0 | 750 | 0 | Y | |
| UQZ | - | Carles ALEÑA Castillo | AM | ESP | 56 | 63 | 05/01/98 (20) | 85 | 1.76 | 70 | Wrexham | 6.78 | 1380 | 1 | | | 1 | 0 | 2450 | 3 | Y | |
| TQN | - | Rasmus NISSEN Kristensen | RB | DEN | 57 | 94 | 11/07/97 (20) | 82 | | | FC Halifax | 6.60 | 3070 | | | | 0 | 0 | 1925 | 0 | Y | |
| LKN | - | Mikkel DUELUND | St | DEN | 58 | 98 | 29/06/97 (20) | 91 | | | FC Halifax | 6.36 | 3710 | | | | 0 | 0 | 3810 | 6 | Y | |
| RTQ | - | Justin KLUIVERT | W | NED | 60 | 98 | 05/05/99 (18) | 83 | 1.71 | 66 | Shrewsbury Town | 6.92 | 2510 | | | | 0 | 0 | 5130 | 0 | Y | |
| HMM | - | Alexander ISAK | St | SWE | 54 | 95 | 21/09/99 (18) | 90 | 1.91 | 74 | FC Halifax | 6.06 | 1870 | | | | 1 | 0 | 2515 | 4 | Y | |
| HKL | - | Matthew KNOX | St | SCO | 47 | 84 | 22/12/99 (18) | 86 | | | Port Vale | | 590 | | | | 0 | 0 | 915 | 0 | Y | |
