| CHESTERFIELD : 1946/47 - 2008/09 | ||||||
| NAME | POS. | SEASONS | SOURCE | TRANSFERRED TO | APPS | GLS |
| ABBEY Nathan | G | 01-02 | Luton Town | Northampton Town | 46 | 0 |
| ADAMS Vince | WH | 65-67 | (Arsenal) | Matlock Town | 17 | 1 |
| AGOGO Junior | M | 99-00 | On loan from Sheffield Wednesday | 4 | 0 | |
| AIREY Carl | F | 86-87 | Darlington | Rotherham United | 26 | 4 |
| ALBISTON Arthur | FB | 90-91 | Dundee | Chester City | 3 | 1 |
| ALGAR Ben | W | 07-09 | YT | Matlock Town | 5 | 0 |
| ALLARDYCE Craig (N/C) | CD | 97-98 | Chorley (ex Blackpool) | Peterborough United | 1 | 0 |
| ALLEN Frank | FB | 51-53 | Langwith Imps | Mansfield Town | 3 | 0 |
| ALLEYNE Robert | F | 87-89 | Leicester City | Telford United | 40 | 5 |
| ALLISON John | CH | 57-61 | Blyth Spartans | Retired (joined Durham police) | 32 | 0 |
| ALLISON Mike | G | 90-91 | Horwich R.M.I. | Morecambe | 16 | 0 |
| ALLISON Neil | CD | 96-97 | North Ferriby Utd. (ex Hull City) | Guiseley | 2 | 0 |
| ALLISON Wayne | F | 04-08 | Sheffield United | Coach Chester City | 115 | 21 |
| ALLOTT Mark | M | 01-07 | Oldham Athletic | Oldham Athletic | 221 | 11 |
| ANDERSON Bobby | W | 59-60 | Partick Thistle | Cape Town City (S.Africa) | 4 | 0 |
| ANDERSON Des | WH | 66-68 | Exeter City | Matlock Town | 8 | 0 |
| ARBLASTER Brian | G | 64-67 | (Sheffield United) | Scunthorpe United | 55 | 0 |
| ARCHER John | IF | 69-72 | Huddersfield Town | P/Mgr. Sandbach Ramblers | 116 | 22 |
| ARMSTRONG Gerry | F | 85-86 | West Bromwich Albion | Brighton | 12 | 1 |
| ARMSTRONG Jim | F | 63-64 | Barrow | Netherfield | 7 | 0 |
| ARMSTRONG Jimmy | W | 49-50 | Petershill | Weymouth | 1 | 0 |
| ARMSTRONG Joel | G | 99-01 | YT | Bradford Park Avenue | 4 | 0 |
| ARNOTT Kevin | M | 87-90 | Sheffield United | Gateshead | 71 | 4 |
| ASHMORE Alf | G | 62-63 | Bradford City | Heanor Town | 2 | 0 |
| ASKHAM Lee | M | 08-09 | (Sheffield United) | Guiseley | 1 | 0 |
| ASTBURY Mike | G | 88-89 | Chester City | Gainsborough Trinity | 8 | 0 |
| ATHERSYCH Russ | M | 81-83 | App. | Goole Town | 20 | 0 |
| BACCI Alf | IF | 50-52 | West Sleekburn | Ashington | 6 | 2 |
| BADGER Len | FB | 75-78 | Sheffield United | Retired | 46 | 0 |
| BAILEY Alex | FB | 04-07 | (Arsenal) | Halifax Town | 93 | 1 |
| BAILEY David | F | 75-76 | Jnrs. | Worksop Town | 1 | 1 |
| BAIN Alex | F | 59-60 | Huddersfield Town | Falkirk | 18 | 9 |
| BAINES Steve | CD | 83-87 | Scunthorpe United | Matlock Town | 133 | 9 |
| BANKS Gordon | G | 58-59 | Rawmarsh Welfare | Leicester City | 23 | 0 |
| BANNISTER Keith | FB | 53-54 | Sheffield Wednesday | Kings Lynn | 17 | 0 |
| BANNISTER Keith | WH | 55-56 | Wrexham | Norwich City | 21 | 1 |
| BARLOW Frank | CD | 72-76 | Sheffield United | Coach Chesterfield | 141 | 3 |
| BARNES Michael | M | 07-08 | On loan from Manchester United | 3 | 0 | |
| BARNES Paul | F | 90-91 | On loan from Stoke City | 1 | 0 | |
| BARRETT Danny | M | 99-01 | YT | Matlock Town | 3 | 0 |
| BARTLEY Tony | W | 66-67 | Oldham Athletic | P/Mgr. Sligo Rovers (Eire) | 12 | 2 |
| BASTIANS Felix | M | 07-08 | On loan from Nottingham Forest | 12 | 1 | |
| BATTY Paul | M | 85-86 | Swindon Town | Exeter City | 26 | 0 |
| BEASLEY Andy | G | 94-96 | Doncaster Rovers | Retired (injury) | 32 | 0 |
| BEAUMONT Chris | M | 96-01 | Stockport County | Ossett Town | 158 | 6 |
| BECKETT Luke | F | 00-02 | Chester City | Stockport County | 62 | 22 |
| BECKWITH Rob | G | 05-06 | On loan from Luton Town | 2 | 0 | |
| BELL Charlie | CH | 68-73 | Sheffield United | Coach Sheffield Utd. | 152 | 12 |
| BELL Derek | F | 83-84 | Lincoln City | Scunthorpe United | 17 | 3 |
| BELL Joe | FB | 47-49 | Stockton (ex (Sunderland)) | Coventry City | 37 | 0 |
| BELLAMY Arthur | M | 72-76 | Burnley | Retired | 133 | 12 |
| BELLAMY Gary | CD | 80-87 | App. | Wolverhampton Wds. | 185 | 7 |
| BELLIS Alf | W | 53-54 | Swansea Town | Rhyl | 13 | 3 |
| BENJAMIN Chris | F | 90-92 | YT | Frickley Athletic | 15 | 1 |
| BENJAMIN Tristan | CD | 87-88 | Notts County | Shepshed Charterhouse | 34 | 0 |
| BENTLEY Dave | M | 74-77 | Rotherham United | Doncaster Rovers | 55 | 1 |
| BERESFORD John | IF | 62-65 | App. | Notts County | 52 | 10 |
| BERESFORD Phil | F | 63-64 | - | Alfreton Town | 7 | 3 |
| BERNARDEAU Ollie | W | 86-87 | Nantes (France) | Saint-Seurin (France) | 9 | 0 |
| BETTNEY Chris | W | 99-00 | Sheffield United | Rochdale | 13 | 0 |
| BIBBO Sal | G | 94-95 | On loan from Sheffield United | 1 | 0 | |
| BIRCH Alan (1st spell) | W | 79-81 | Walsall | Wolverhampton Wds. | 90 | 35 |
| BIRCH Alan (2nd spell) | W | 83-84 | Barnsley | Rotherham United | 32 | 5 |
| BISHOP Peter | W | 65-71 | (Sheffield United) | Matlock Town | 81 | 7 |
| BLAKEY Dave | CH | 48-67 | Chevington Drift | Retired | 617 | 20 |
| BLATHERWICK Steve | CD | 98-06 | Burnley | Retired (injury) | 225 | 10 |
| BLOOMER Bob | M | 85-90 | Jnrs. | Bristol Rovers | 141 | 15 |
| BODEN Luke | F | 08-09 | On loan from Sheffield Wednesday | 4 | 0 | |
| BOERTIAN Paul | FB | 06-07 | On loan from Derby County | 4 | 0 | |
| BONNYMAN Phil | M | 79-82 | Carlisle United | Grimsby Town | 99 | 25 |
| BOOKER Ken | CH | 38-52 | Dronfield | Shrewsbury Town | 183 | 4 |
| BOOTY Martyn | FB | 01-03 | Southend United | Huddersfield Town | 78 | 2 |
| BOTTOM Arthur | F | 58-60 | Newcastle United | Boston United | 33 | 6 |
| BOWATER Jason | M | 96-97 | YT | Glapwell | 1 | 0 |
| BOWERING Mick | W | 60-61 | Hull City | Gainsborough Trinity | 16 | 1 |
| BOXALL Alan | CD | 83-84 | Scunthorpe United | Grantham | 5 | 0 |
| BOYD Charlie | M | 90-91 | (Liverpool) | Chorley | 1 | 0 |
| BOYLE David | IF | 54-56 | Crewe Alexandra | Bradford City | 42 | 10 |
| BRADLEY Shayne | F | 02-03 | Mansfield Town | Retired (injury) | 9 | 2 |
| On loan:2002/03 Lincoln City | 3 | 1 | ||||
| BRADSHAW Darren | D | 87-88 | Matlock Town | York City | 18 | 0 |
| BRADSHAW George | CF | 47-48 | Newstead Colliery | ? | 7 | 1 |
| BRANDON Chris | M | 02-04 | Torquay United | Huddersfield Town | 79 | 11 |
| BRECKIN Ian (1st spell) | CD | 97-02 | Rotherham United | Wigan Athletic | 212 | 8 |
| BRENT Peter | WH | 59-60 | Jnrs. | Boston United | 2 | 0 |
| BRIEN Tony | CD | 88-94 | Leicester City | Rotherham United | 204 | 8 |
| BRINDLEY John | IF | 53-54 | Buxton | Buxton | 1 | 0 |
| BROADHURST Brian | F | 61-62 | Hallam | Loughborough United | 7 | 0 |
| BROWN George | WH | 53-55 | (Liverpool) | Peterborough United | 66 | 5 |
| BROWN Jim (1st spell) | G | 72-74 | Albion Rovers | Sheffield United | 47 | 0 |
| BROWN Jim (2nd spell) | G | 83-89 | Cardiff City | Commercial Mgr. Chesterfield | 135 | 1 |
| BROWN Jimmy | CF | 48-49 | Motherwell | Bradford City | 5 | 2 |
| BROWN Neil | FB | 83-84 | App. | Alfreton Town | 4 | 0 |
| BROWN Phil | W | 82-87 | App. | Stockport County | 87 | 19 |
| BRUNFIELD Peter | WH | 64-65 | - | Sutton | 1 | 0 |
| BRUNT Malcolm | G | 66-67 | (Sheffield Wednesday - Am) | Mexborough | 7 | 0 |
| BUCHANAN Wayne | M | 01-02 | On loan from Bolton Wanderers | 3 | 0 | |
| BURRELL Gerry | W | 56-58 | Huddersfield Town | Portadown (N.Ireland) | 51 | 4 |
| BURT Jamie | F | 01-04 | Whitby Town | Scarborough | 41 | 8 |
| On loan:2002/03 Carlisle United | 4 | 1 | ||||
| BURTON Ken | FB | 73-79 | Sheffield Wednesday | Halifax Town | 237 | 7 |
| CADE Jamie | F | 03-04 | On loan from Middlesbrough | 10 | 2 | |
| CALDWELL Dave (1st spell) | F | 85-88 | Mansfield Town | Torquay United | 68 | 17 |
| CALDWELL Dave (2nd spell) | F | 90-92 | KW Overpelt (Belgium) | Inverness Caledonian | 32 | 4 |
| CAMMACK Steve | F | 75-79 | Sheffield United | Scunthorpe United | 113 | 21 |
| CAMPBELL-RYCE Jamal | F | 04-05 | On loan from Charlton Athletic | 14 | 0 | |
| CAMPBELL John | FB | 59-60 | Motherwell | Greenock Morton | 1 | 0 |
| CAPEL Fred | FB | 49-57 | Goslings | Buxton | 285 | 16 |
| CAPEL Tommy | IF | 47-49 | Manchester City | Birmingham City | 62 | 27 |
| CARLINE Peter | WH | 70-71 | Jnrs. | Alfreton Town | 2 | 0 |
| CARR Cliff | FB | 92-94 | Mansfield Town | Telford United | 65 | 1 |
| CARR Darren | CD | 93-98 | Crewe Alexandra | Gillingham | 86 | 4 |
| CARROLL Micky | W | 81-83 | Whickham | North Shields | 6 | 1 |
| CARSON Trevor | G | 08-09 | On loan from Sunderland | 18 | 0 | |
| CARSS Tony | M | 98-00 | Cardiff City | Carlisle United | 35 | 1 |
| CASH Stuart | FB | 92-94 | (Nottingham Forest) | Stevenage Borough | 29 | 0 |
| CATON Bill | IF | 52-53 | Carlisle United | Worcester City | 7 | 0 |
| CHAMBERLAIN Glyn | D | 76-79 | (Burnley) | Halifax Town | 18 | 0 |
| CHARLTON Harry | M | 75-77 | Middlesbrough | Frickley Athletic | 21 | 0 |
| CHEETHAM Michael | M | 94-95 | Cambridge United | Colchester United | 5 | 0 |
| CHERRY Steve | G | 88-89 | On loan from Plymouth Argyle | 10 | 0 | |
| CHIEDOZIE John | W | 89-90 | Notts County | Barking | 7 | 0 |
| CLARKE Gerry | FB | 54-68 | Oaks Fold | Coach Chesterfield | 382 | 21 |
| CLARKE Nicky | CD | 92-93 | On loan from Mansfield Town | 7 | 0 | |
| CLAYTON John | F | 83-84 | Bulova (H. Kong) (ex Derby Cty.) | Tranmere Rovers | 33 | 5 |
| CLIFF Phil | W | 70-73 | Sheffield United | Worksop Town | 31 | 2 |
| CLINGAN Sammy (1st spell) | M | 04-05 | On loan from Wolverhampton Wds. | 15 | 2 | |
| CLINGAN Sammy (2nd spell) | M | 05-06 | On loan from Wolverhampton Wds. | 21 | 1 | |
| CLOSE Brian | D | 02-03 | On loan from Middlesbrough | 8 | 1 | |
| COLLINS Des | W | 46-47 | Jnrs. | Halifax Town | 8 | 0 |
| COMMONS Mike | F | 64-65 | Workington | ? | 10 | 1 |
| COOKE John | W | 90-92 | Stockport County | Gateshead | 53 | 8 |
| COOMBES Lee | D | 86-87 | (Scunthorpe United) | Matlock Town | 3 | 0 |
| COOPER Kevin | M | 07-08 | Cardiff City | Newport County | 7 | 1 |
| CORDNER Scott | M | 90-91 | YT | Burton Albion | 4 | 1 |
| COSTELLO Matt | W | 49-52 | New Stevenston | Chester | 18 | 2 |
| COTTAM John | CD | 76-79 | Nottingham Forest | Chester | 120 | 7 |
| COYLE Tony | W | 86-88 | Stockport County | Stockport County | 76 | 4 |
| CRAWFORD Alan | W | 79-82 | Rotherham United | Bristol City | 94 | 20 |
| CREANEY Gerry | F | 97-98 | On loan from Manchester City | 4 | 0 | |
| CRITCHELL Kyle | D | 06-07 | (Southampton) | Weymouth | 10 | 0 |
| CROSS Graham | CD | 75-76 | On loan from Leicester City | 12 | 0 | |
| CUNLIFFE Bobby | W | 56-58 | Manchester City | Southport | 62 | 19 |
| CUNNINGHAM Eddie | WH | 52-55 | North Shields(ex(Blackburn)) | North Shields | 56 | 0 |
| CURRAN Terry | W | 87-88 | Grimsby Town | Goole Town | 1 | 0 |
| CURRY Bill | F | 67-69 | Mansfield Town | Coach Worksop Town | 14 | 2 |
| CURTIS Tom | M | 93-00 | (Derby County) | Portsmouth | 240 | 12 |
| CUSHLOW Dick | CH | 46-48 | Murton Colliery | Sheffield United | 34 | 0 |
| D'AURIA David | M | 99-02 | Hull City | Newport County | 25 | 1 |
| DALE Gordon | W | 48-51 | Worksop Town | Portsmouth | 92 | 3 |
| DANIELS Charlie | M | 06-07 | On loan from Tottenham Hotspur | 2 | 0 | |
| DARLING Malcolm | F | 74-77 | Bolton Wanderers | Sheffield Wednesday | 104 | 33 |
| On loan:1976/77 Stockport County | 11 | 2 | ||||
| DAVIDSON Jonathan | D | 92-93 | On loan from Preston North End | 1 | 0 | |
| DAVIES Gareth | M | 02-08 | YT | Halifax Town | 116 | 2 |
| DAVIES Kevin | F | 93-97 | YT | Southampton | 129 | 22 |
| DAWSON Kevin | CD | 02-05 | Nottingham Forest | Barrow | 51 | 1 |
| DAWSON Richard | F | 82-83 | Doncaster Rovers | Scarborough | 12 | 0 |
| DE BOLLA Mark | F | 03-06 | (Charlton Athletic) | Notts County | 40 | 5 |
| DE GRUCHY Ray | FB | 58-59 | Grimsby Town | Burton Albion | 1 | 0 |
| DEARDEN Billy | F | 77-79 | Chester | Coach Chesterfield | 27 | 2 |
| DEMPSEY Mark | M | 88-89 | On loan from Sheffield United | 3 | 0 | |
| DENNIS Tony | W | 93-94 | Cambridge United | Colchester United | 10 | 0 |
| DODDS Gerry | W | 55-56 | (Sheffield United) | South Shields | 4 | 0 |
| DONALDSON Jimmy | WH | 49-51 | South Shields | Newport County | 17 | 4 |
| DOUGLAS Jonathan | M | 02-03 | On loan from Blackburn Rovers | 7 | 1 | |
| DOWNES Steve | F | 72-74 | Sheffield Wednesday | Halifax Town | 41 | 11 |
| DOWSON David | F | 07-08 | On loan from Sunderland | 12 | 3 | |
| DUDFIELD Lawrie | F | 00-01 | On loan from Leicester City | 14 | 3 | |
| DUDLEY Craig | F | 99-00 | On loan from Oldham Athletic | 2 | 0 | |
| DUNCAN George | W | 61-65 | Southend United | Chelmsford City | 140 | 13 |
| DUNN Iain (1st spell) | W | 91-92 | York City | Goole Town | 13 | 1 |
| DUNN Iain (2nd spell) | W | 96-98 | Huddersfield Town | Gainsborough Trinity | 18 | 0 |
| DYCHE Sean | CD | 89-97 | (Nottingham Forest) | Bristol City | 231 | 8 |
| DYER Bruce | F | 07-08 | Doncaster Rovers | York City | 3 | 0 |
| EBDON Marcus | M | 96-03 | Peterborough United | Leyton Orient | 192 | 13 |
| EDWARDS Rob | FB | 00-03 | Huddersfield Town | Huddersfield Town | 94 | 7 |
| EDWARDS Ron | IF | 53-54 | South Liverpool | South Liverpool | 13 | 2 |
| ELEY Kevin | W | 87-90 | Rotherham United | Gainsborough Trinity | 81 | 2 |
| EVANS Gary | F | 91-92 | Thorne Colliery | Goole Town | 5 | 0 |
| EVATT Ian | CD | 03-05 | Derby County | Queens Park Rangers | 84 | 9 |
| FAIRCLOUGH Wayne | D | 94-96 | Mansfield Town | Northwich Victoria | 15 | 0 |
| On loan:1995/96 Scarborough | 7 | 0 | ||||
| FALANA Wade (N/C) | F | 92-93 | Doncaster Rovers | Erith & Belvedere | 5 | 0 |
| FEE Greg | CD | 92-93 | On loan from Mansfield Town | 10 | 0 | |
| FENOUGHTY Tom | M | 69-72 | Sheffield United | Matlock Town | 100 | 15 |
| FERGUSON Brian | M | 84-85 | Southend United | Skegness Town | 31 | 0 |
| FERN Rodney | F | 75-79 | Luton Town | Rotherham United | 152 | 54 |
| FERRIS Sam | M | 71-74 | Albion Rovers | Kettering Town | 31 | 3 |
| On loan:1973/74 Workington | 3 | 0 | ||||
| FINNIGAN Denis | CH | 68-70 | Sheffield United | Buxton | 27 | 0 |
| FLAVELL Bobby | FB | 78-79 | Halifax Town | Barnsley | 29 | 2 |
| FLETCHER Steve | F | 07-08 | Bournemouth | Crawley Town | 38 | 5 |
| FLOCKETT Tommy | FB | 49-57 | Spennymoor United | Bradford City | 200 | 1 |
| FOLAN Caleb | F | 02-07 | (Leeds United) | Wigan Athletic | 102 | 15 |
| FOLEY Peter | W | 69-70 | Scunthorpe United | Greenock Morton | 2 | 0 |
| FOLEY Terry | CF | 60-61 | Portsmouth | Yeovil Town | 28 | 11 |
| FOSTER Bobby | IF | 48-51 | Jnrs. | Preston North End | 4 | 0 |
| FOWLER Jordan | M | 04-05 | On loan from Arsenal | 6 | 0 | |
| FOX Michael | M | 04-05 | YT | Sutton Town | 1 | 0 |
| FOYLE Ashley | D | 05-06 | YT | Buxton | 1 | 0 |
| FRANCIS Lee (!st spell) | FB | 89-90 | On loan from Arsenal | 2 | 0 | |
| FRANCIS Lee (2nd spell) | FB | 90-92 | (Arsenal) | Enfield | 68 | 2 |
| FREAR Bryan | IF | 56-64 | Huddersfield Town | Halifax Town | 281 | 84 |
| FROST Brian | F | 59-65 | Oswestry Town | Alfreton Town | 103 | 20 |
| FRY Keith | W | 65-66 | Merthyr Tydfil (ex Notts County) | Merthyr Tydfil | 2 | 1 |
| FULLARTON Jamie | M | 03-04 | Southend United | Woodlands Wellington (Sing.) | 1 | 0 |
| FULOP Marton | G | 04-05 | On loan from Tottenham Hotspur | 7 | 0 | |
| GALLEY Maurice | WH | 54-59 | Jnrs. | Boston United | 55 | 5 |
| GALLOWAY Mick | M | 99-01 | Gillingham | Carlisle United | 20 | 1 |
| GARVEY Steve | W | 97-98 | On loan from Crewe Alexandra | 3 | 0 | |
| GAUGHAN Steve | M | 96-98 | Darlington | Darlington | 20 | 0 |
| GAYLE Mark (1st spell) | G | 97-98 | On loan from Crewe Alexandra | 5 | 0 | |
| GAYLE Mark (2nd spell) | G | 99-00 | Rushden & Diamonds (ex Crewe) | Hednesford Town | 35 | 0 |
| GILBERT Dave | W | 60-61 | Redditch | Kidderminster Harriers | 22 | 2 |
| GISSING John | W | 61-62 | Notts County | Alfreton Town | 2 | 0 |
| GLOSSOP Terry | W | 59-60 | - | Boston United | 7 | 1 |
| GODFREY Paul | M | 90-91 | YT | Armitage 90 | 2 | 0 |
| GODFREY Peter | W | 65-66 | Gillingham | Exeter City | 27 | 2 |
| GOLDRING Mark | G | 91-92 | YT | Waterlooville | 7 | 0 |
| GOODFELLOW Syd | WH | 46-48 | Rochdale | Doncaster Rovers | 80 | 0 |
| GOODING Mick | M | 82-83 | Rotherham United | Rotherham United | 12 | 0 |
| GORMLEY Eddie | M | 88-89 | On loan from Tottenham Hotspur | 4 | 0 | |
| GRANT David | FB | 83-84 | On loan from Oxford United | 7 | 0 | |
| GRAY Kevin | CD | 07-08 | Carlisle United | Workington | 15 | 0 |
| GRAYSON Neil | F | 91-92 | York City | Boston United | 16 | 0 |
| GRAYSON Simon | F | 87-88 | On loan from Sheffield United | 8 | 0 | |
| GREAVES Phil (N/C) | W | 86-87 | Alfreton Town | Worksop Town | 5 | 0 |
| GREEN Bill | CD | 79-83 | Peterborough United | Doncaster Rovers | 160 | 5 |
| GREEN Brian | F | 62-63 | Exeter City | Ashton United | 2 | 0 |
| GREEN Rick | F | 76-78 | Scunthorpe United | Notts County | 48 | 13 |
| GREGORY Neil | F | 93-94 | On loan from Ipswich Town | 3 | 1 | |
| GREGORY Paul | G | 80-84 | App. | Doncaster Rovers | 23 | 0 |
| GRIMALDI Sebastien | CD | 06-07 | Excelsior Mouscron (Belgium) | APOP Kinyras Peyias(Cyprus) | 8 | 0 |
| GUNN Bryn | D | 89-92 | Peterborough United | Corby Town | 91 | 10 |
| HALL Arthur | W | 47-49 | Gainsborough Trinity | Goole Town | 23 | 4 |
| HALL Paul | W | 05-07 | Tranmere Rovers | Walsall | 91 | 20 |
| HALLAM Tony | FB | 65-67 | App. | Worksop Town | 6 | 0 |
| HALTON Reg | WH | 48-51 | Bury | Leicester City | 61 | 10 |
| HANSON Dave | F | 96-97 | On loan from Leyton Orient | 3 | 1 | |
| HARDWICK Steve | G | 74-77 | Jnrs. | Newcastle United | 38 | 0 |
| HARDY Edwin | G | 72-73 | Jnrs. | Worksop Town | 6 | 0 |
| HARRISON Walter | WH | 50-53 | Leicester City | Corby Town | 74 | 12 |
| HART Bill | WH | 46-47 | (Newcastle United) | Bradford City | 1 | 0 |
| HART Nigel | CD | 89-91 | Stockport County | York City | 46 | 2 |
| HARTLEY Peter | FB | 07-08 | On loan from Sunderland | 12 | 0 | |
| HARVEY Alex | IF | 50-53 | Saltcoats Victoria | Buxton | 26 | 9 |
| HATTON Cyril | IF | 53-54 | Queens Park Rangers | Grantham | 36 | 10 |
| HAVENHAND Keith | IF | 53-62 | Jnrs. | Derby County | 176 | 58 |
| HAWKE Warren | F | 91-92 | On loan from Sunderland | 7 | 1 | |
| HAWKINS Colin | CD | 07-08 | On loan from Coventry City | 5 | 0 | |
| HAZEL Des | W | 95-96 | Rotherham United | Guiseley | 21 | 0 |
| HAZELL Reuben | D | 05-07 | Torquay United | Oldham Athletic | 72 | 2 |
| HEATH Colin | F | 05-06 | (Manchester United) | Macclesfield Town | 4 | 0 |
| HEBBERD Trevor | M | 91-94 | Portsmouth | Lincoln City | 74 | 1 |
| HENDERSON John | IF | 65-66 | Doncaster Rovers | Kidderminster Harriers | 28 | 3 |
| HENDERSON Martin | F | 81-84 | Leicester City | Port Vale | 87 | 23 |
| HENDERSON Mick | M | 84-89 | Sheffield United | Matlock Town | 136 | 10 |
| HENSON Tony | M | 81-83 | Alfreton Town | Gainsborough Trinity | 28 | 0 |
| HEPPOLETTE Ricky | M | 76-79 | Crystal Palace | Peterborough United | 47 | 3 |
| HEWITT Jamie (1st spell) | D | 85-92 | YT | Doncaster Rovers | 249 | 14 |
| HEWITT Jamie (2nd spell) | D | 93-02 | Doncaster Rovers | Physio. Chesterfield | 257 | 12 |
| HICKTON Roy | FB | 68-71 | App. | Macclesfield Town | 50 | 1 |
| HIGGINBOTTOM Andy | W | 82-83 | App. | Everton | 3 | 0 |
| HIGGINBOTTOM Mike (N/C) | M | 83-84 | (Sheffield United) | Hallam | 4 | 0 |
| HIGGINS Andy | F | 78-79 | App. | Port Vale | 1 | 0 |
| HILL Arthur | W | 47-48 | - | Worksop Town | 1 | 0 |
| HILL Dave | M | 94-95 | On loan from Lincoln City | 3 | 0 | |
| HINTON Ron | CH | 63-64 | (Doncaster Rovers) | Denaby United | 1 | 0 |
| HITZLSPERGER Thomas | M | 01-02 | On loan from Aston Villa | 5 | 0 | |
| HOLLAND Paul | M | 95-00 | Sheffield United | Bristol City | 114 | 11 |
| HOLLETT Ivan | CF | 64-69 | Mansfield Town | Crewe Alexandra | 157 | 62 |
| HOLMES Albert | FB | 61-76 | East Midlands Gas Board | Boston United | 471 | 10 |
| HOLMES Joe | WH | 47-52 | Parkhouse Colliery | Matlock Town | 29 | 3 |
| HOLMES Peter | M | 06-07 | On loan from Luton Town | 10 | 1 | |
| HOLMES Tommy | IF | 61-62 | Halifax Town | Retford Town | 20 | 3 |
| HOOLE David | FB | 88-90 | YT | Alfreton Town | 14 | 0 |
| HORNSBY Brian | M | 83-84 | On loan from Carlisle United | 1 | 0 | |
| HOSKIN Mike (N/C) | D | 83-85 | YT. | Goole Town | 2 | 0 |
| HOWARD Jon | F | 94-03 | Rotherham United | Burton Albion | 236 | 39 |
| HOWSAM Dennis | CF | 46-48 | (Sheffield Wednesday) | Halifax Town | 12 | 4 |
| HOWSON Stuart | CD | 01-04 | (Blackburn Rovers) | Accrington Stanley | 55 | 3 |
| HOYLE Colin | CD | 89-90 | On loan from Arsenal | 3 | 0 | |
| HUDSON Jackie | W | 46-52 | West Stanley | Bangor City | 169 | 33 |
| HUDSON Mark | M | 02-05 | Middlesbrough | Huddersfield Town | 93 | 3 |
| HUGHES Mark | M | 06-07 | Thurrock (ex Oldham Athletic) | Stevenage Borough | 2 | 1 |
| HUGHES Mike | M | 63-69 | Exeter City | P/Mgr. Yeovil Town | 210 | 9 |
| HUMPHREYS Alan | G | 68-70 | Mansfield Town | Retired | 51 | 0 |
| HUNT Ralph | F | 64-65 | Newport County | Deceased (car crash) | 17 | 5 |
| HUNTER Les (1st spell) | CD | 75-82 | App. | Scunthorpe United | 165 | 8 |
| HUNTER Les (2nd spell) | CD | 83-86 | Scunthorpe United | Scunthorpe United | 99 | 9 |
| HUNTER Les (3rd spell) | CD | 87-89 | Lincoln City | Matlock Town | 31 | 3 |
| HURST Glynn | F | 01-04 | Stockport County | Notts County | 84 | 29 |
| HURST Kevan (1st spell) | W | 05-06 | On loan from Sheffield United | 37 | 4 | |
| HURST Kevan (2nd spell) | W | 06-07 | On loan from Sheffield United | 25 | 3 | |
| HUTCHINSON Barry | IF | 54-60 | (Bolton Wanderers - Am) | Derby County | 154 | 16 |
| HYDE Graham | M | 01-02 | On loan from Birmingham City | 9 | 1 | |
| INGLEDOW Jamie | M | 00-02 | Rotherham United | Stocksbridge Park Steels | 41 | 3 |
| INNES Mark | M | 01-05 | Oldham Athletic | Port Vale | 76 | 2 |
| IVEY Paul (N/C) | F | 82-83 | Kettering Town (ex Birmingham C.) | Kalmar (Sweden) | 6 | 0 |
| JACKSON Jamie | F | 05-08 | YT | Matlock Town | 20 | 0 |
| JACKSON Kirk | F | 97-98 | Scunthorpe United | Grantham Town | 3 | 0 |
| JOHNSON Albert | W | 48-49 | Everton | Witton Albion | 19 | 1 |
| JONES Alan | W | 76-78 | Halifax Town | Lincoln City | 39 | 5 |
| JONES Mark | F | 00-02 | Wolverhampton Wds. | Raith Rovers | 9 | 0 |
| On loan:2000/01 Raith Rovers | 8 | 4 | ||||
| JORDAN Michael | G | 06-08 | (Arsenal) | Lewes | 7 | 0 |
| JULES Mark | FB | 93-99 | Scarborough | Halifax Town | 186 | 4 |
| KABIA Jim | F | 72-74 | App. | Boston United | 11 | 1 |
| KEATING Pat | W | 53-57 | Bradford Park Avenue | ? | 95 | 21 |
| KEEN Alan | IF | 54-56 | Barrow | Cheltenham Town | 54 | 12 |
| KELLY Doug | CF | 57-58 | Bradford City | Dodsworth C.W. | 1 | 1 |
| KENDAL Steve | M | 82-87 | Nottingham Forest | Torquay United | 125 | 14 |
| KENDALL Mark | G | 79-80 | On loan from Tottenham Hotspur | 9 | 0 | |
| KENNEDY Mick | M | 92-93 | Stoke City | Wigan Athletic | 27 | 1 |
| KERFOOT Eric | WH | 59-60 | Leeds United | Stalybridge Celtic | 9 | 0 |
| KERRY Dave | F | 61-63 | (Preston North End) | Rochdale | 55 | 23 |
| KETTLEBOROUGH Keith | IF | 67-69 | Doncaster Rovers | Matlock Town | 66 | 3 |
| KIDD Billy | FB | 31-48 | Pegswood United | Coach Chesterfield | 316 | 2 |
| KING Jeff | M | 83-84 | Sheffield United | Burton Albion | 1 | 0 |
| KINSEY Steve | W | 82-83 | On loan from Manchester City | 3 | 0 | |
| KIRKMAN Norman | FB | 47-49 | Rochdale | Leicester City | 41 | 0 |
| KLUG Bryan | M | 83-84 | Ipswich Town | Peterborough United | 34 | 2 |
| KNIGHT Jackie | IF | 51-52 | Preston North End | Exeter City | 35 | 6 |
| KNOWLES Cameron (N/C) | M | 93-94 | Sheffield University | ? | 1 | 0 |
| KOPEL Scott | M | 92-93 | (Dundee United) | Brechin City | 1 | 0 |
| KOVACS Janos | CD | 05-08 | MTK Budapest (Hungary) | Lincoln City | 57 | 2 |
| KOWALSKI Andy (1st spell) | M | 72-83 | Alfreton Town | Doncaster Rovers | 365 | 30 |
| KOWALSKI Andy (2nd spell) | M | 86-87 | Peterborough United | Boston United | 28 | 1 |
| LACK Harry | W | 53-54 | (Blackburn Rovers) | Creswell Colliery | 1 | 0 |
| LANCASTER Dave (1st spell) | F | 90-91 | On loan from Blackpool | 12 | 4 | |
| LANCASTER Dave (2nd spell) | F | 91-93 | Blackpool | Rochdale | 69 | 16 |
| LANCASTER Sam | M | 05-06 | YT | Gainsborough Trinity | 1 | 0 |
| LANGLAND Johnny | CF | 52-54 | Consett (ex (Sunderland)) | Blyth Spartans | 7 | 0 |
| LARGE Frank | CF | 72-74 | Northampton Town | Baltimore Comets (USA) | 46 | 15 |
| LARKIN Colin | F | 05-07 | Mansfield Town | Northampton Town | 80 | 11 |
| LAW Nicky | CD | 93-97 | Rotherham United | Hereford United | 111 | 11 |
| LEANING Andy | G | 96-00 | Lincoln City | GK. Coach Chesterfield | 22 | 0 |
| LEE Jason | F | 98-00 | Watford | Peterborough United | 28 | 1 |
| LEIVERS Bill | FB | 51-53 | Jnrs. | Manchester City | 27 | 0 |
| LEMON Paul | M | 90-93 | Sunderland | Telford United | 85 | 10 |
| LENAGH Steve | CD | 97-99 | (Sheffield Wednesday-YT) | Kettering Town | 13 | 1 |
| LEONARD Mick | G | 88-94 | Notts County | South China (Hong Kong) | 176 | 0 |
| On loan:1990/91 Halifax Town | 3 | 0 | ||||
| LETHERAN Glan | G | 77-80 | Leeds United | Swansea City | 63 | 0 |
| LEVEN Peter | M | 07-08 | Kilmarnock | Milton Keynes Dons | 42 | 6 |
| LEWIS Gwyn | CF | 56-61 | Rochdale | Heanor Town | 123 | 58 |
| LINACRE Billy | W | 46-48 | Jnrs. | Manchester City | 22 | 3 |
| LOGAN Carlos | M | 04-05 | On loan from Manchester United | 9 | 1 | |
| LOMAS Bert | G | 51-52 | Rochdale | Wigan Athletic | 29 | 0 |
| LOMAS Jamie | M | 96-00 | YT | Mansfield Town | 30 | 0 |
| LORD Frank | F | 76-68 | Blackburn Rovers | Plymouth Argyle | 12 | 6 |
| LORMOR Tony | F | 94-98 | Peterborough United | Preston North End | 113 | 35 |
| LOVIE Jim | W | 61-64 | Bournemouth | Alfreton Town | 95 | 7 |
| LOWEY John | M | 86-87 | On loan from Wigan Athletic | 2 | 0 | |
| LUMLEY Bobby | IF | 57-59 | Hartlepools United | Gateshead | 25 | 2 |
| LUMSDEN John | FB | 67-71 | Workington | Heanor Town | 94 | 0 |
| LUND Gary | F | 95-97 | Notts County | Retired | 18 | 1 |
| LUNN Jackie | W | 61-62 | Barnsley | Alfreton Town | 40 | 13 |
| LYNE Neil | W | 93-94 | On loan from Cambridge United | 6 | 1 | |
| LYON Tom | IF | 38-48 | Blackpool | New Brighton | 41 | 22 |
| MACHENT Stan | IF | 47-49 | Sheffield United | Buxton | 21 | 7 |
| MADDEN Lawrie | CD | 93-96 | Darlington | Emley | 37 | 1 |
| MADDISON Jimmy | W | 58-61 | Grimsby Town | Cambridge City | 98 | 16 |
| MARPLES Chris (1st spell) | G | 84-87 | Goole Town | Stockport County | 84 | 0 |
| MARPLES Chris (2nd spell) | G | 92-95 | York City | Emley | 57 | 0 |
| MARRON Chris | CF | 47-52 | South Shields | Mansfield Town | 108 | 44 |
| MARSDEN Keith | CF | 53-55 | Youlgreave B.C. | Manchester City | 22 | 15 |
| MARSH Jack | IF | 50-51 | Leicester City | Worksop Town | 26 | 4 |
| MARSHALL Danny | M | 94-95 | (Notts County - YT) | Boston United | 1 | 0 |
| MARTIN Geoff (1st spell) | W | 58-59 | Parkhouse Colliery | Leeds United | 2 | 0 |
| MARTIN Geoff (2nd spell) | W | 68-70 | Grimsby Town | Retired | 43 | 4 |
| MASON Andy | F | 96-97 | Hull City | Macclesfield Town | 2 | 0 |
| MASON Cliff | FB | 64-65 | Scunthorpe United | Retired | 5 | 0 |
| MASSART Dave | CF | 50-51 | Bury | Weymouth | 11 | 5 |
| MATTHEWS John | M | 84-85 | Mansfield Town | Plymouth Argyle | 38 | 1 |
| MAXWELL Pat | IF | 51-53 | Saltcoats Victoria | ? | 18 | 3 |
| MAYS Albert | WH | 60-61 | Derby County | Burton Albion | 37 | 5 |
| McAULEY Sean | FB | 94-95 | On loan from St. Johnstone | 1 | 1 | |
| MacCABE Andy | W | 55-59 | Corby Town | Kettering Town | 53 | 7 |
| McCANN John | W | 64-66 | Darlington | Lochheed Leamington | 41 | 9 |
| McDONALD Clayton | CD | 08-09 | On loan from Manchester City | 2 | 0 | |
| McDONALD Gavin | F | 88-89 | ||||