| CHELTENHAM TOWN : 1999/2000 - 2008/09 | ||||||
| NAME | POS. | SEASONS | SOURCE | TRANSFERRED TO | APPS | GLS |
| ALSOP Julian | F | 00-03 | Swansea City | Oxford United | 117 | 35 |
| AMANKWAAH Kevin | D | 03-04 | On loan from Bristol City | 12 | 0 | |
| ANTONIO Michael | M | 08-09 | On loan from Reading | 9 | 0 | |
| ARMSTRONG Craig (1st spell) | M | 05-07 | Bradford City | Gillingham | 76 | 2 |
| ARMSTRONG Craig (2nd spell) | M | 07-09 | Gillingham | Kidderminster Harriers | 19 | 0 |
| ARTUS Frankie | M | 08-09 | On loan from Bristol City | 9 | 3 | |
| BANKS Chris | CD | 99-02 | Bath City (ex Exeter City) | Stone Dynamoes | 120 | 1 |
| BELL Mickey | FB | 05-07 | Port Vale | Weston-super-Mare | 16 | 0 |
| BERCHICHE Yuri | FB | 08-09 | On loan from Tottenham Hotspur | 7 | 0 | |
| BIGNALL Nicholas | F | 08-09 | On loan from Reading | 13 | 1 | |
| BLOOMER Bob | M | 99-01 | Bristol Rovers | Retired | 23 | 1 |
| BOOK Steve | G | 99-04 | Forest Green Rovers | Swindon Town | 172 | 0 |
| BRADSHAW Gary | M | 05-06 | North Ferriby United (ex Hull City) | North Ferriby United | 3 | 0 |
| BRAYSON Paul | F | 02-04 | Cardiff City | Northwich Victoria | 51 | 8 |
| BRISSETT Jason | F | 99-00 | On loan from Walsall | 8 | 0 | |
| BROOKER Steve | F | 07-08 | On loan from Bristol City | 14 | 5 | |
| BROUGH John | CD | 99-05 | Hereford United | Aldershot Town | 136 | 6 |
| BROWN Aaron | M | 05-06 | On loan from Queens Park Rangers | 3 | 0 | |
| BROWN Marvin | F | 02-03 | On loan from Bristol City | 15 | 2 | |
| BROWN Scott | M | 06-08 | Bristol City | Port Vale | 24 | 0 |
| CAINES Gavin | CD | 04-09 | (Walsall) | Kidderminster Harriers | 143 | 7 |
| CLARE Daryl | F | 00-01 | On loan from Grimsby Town | 4 | 0 | |
| CLEVERLEY Ben | M | 03-04 | (Bristol City) | Forest Green Rovers | 8 | 0 |
| CORBETT Luke | F | 03-04 | YT | Mangotsfield United | 1 | 0 |
| CONNOLLY Adam | M | 04-08 | YT | Bath City | 32 | 1 |
| CONNOR Paul | F | 06-09 | Leyton Orient | Lincoln City | 79 | 7 |
| CONSTANTINE Leon | F | 08-09 | On loan from Northampton Town | 6 | 1 | |
| COZIC Bertrand | M | 03-04 | Team Bath | Hereford United | 7 | 1 |
| D'AGOSTINO Michael | M | 07-08 | On loan from Blackpool | 25 | 0 | |
| DEVANEY Martin | F | 99-05 | (Coventry City) | Barnsley | 203 | 38 |
| DOBSON Craig | M | 03-04 | (Crystal Palace - YT) | Barnet | 2 | 0 |
| DUFF Michael | CD | 99-04 | YT | Burnley | 201 | 12 |
| ELVINS Rob | F | 06-07 | On loan from West Bromwich Albion | 5 | 0 | |
| FINNIGAN John | M | 01-09 | Lincoln City | Kidderminster Harriers | 220 | 20 |
| FLEETWOOD Stuart | F | 08-09 | On loan from Charlton Athletic | 6 | 2 | |
| FORSYTH Richard | M | 02-04 | Peterborough United | Northwich Victoria | 39 | 4 |
| FREEMAN Mark | CD | 99-01 | Bilston Town (ex (Wolves)) | Boston United | 65 | 2 |
| FREESTONE Chris | F | 99-00 | On loan from Hartlepool United | 5 | 2 | |
| FYFE Graham | M | 03-05 | Raith Rovers | Dundee | 23 | 0 |
| GILL Ben | M | 07-09 | (Watford) | Crawley Town | 7 | 1 |
| GILL Jeremy | FB | 03-09 | Northampton Town | Forest Green Rovers | 181 | 0 |
| GILLESPIE Steven (1st spell) | F | 04-05 | On loan from Bristol City | 12 | 5 | |
| GILLESPIE Steven (2nd spell) | F | 05-08 | Bristol City | Colchester United | 74 | 24 |
| GOODRIDGE Greg | W | 00-01 | On loan from Bristol City | 11 | 1 | |
| GRAYSON Neil | F | 99-02 | Hereford Utd.(ex Northampton Town) | Forest Green Rovers | 108 | 24 |
| GRIFFIN Anthony | FB | 99-04 | Bournemouth | Dorchester Town | 96 | 1 |
| GUINAN Steve | F | 04-07 | Hereford United (ex Shrewsbury T.) | Hereford United | 92 | 13 |
| HAYES Jonathan | M | 08-09 | On loan from Leicester City | 6 | 0 | |
| HAYLES Barry | F | 08-09 | On loan from Leicester City | 12 | 4 | |
| HEMMINGS Ashley | M | 08-09 | On loan from Wolverhampton Wds. | 1 | 0 | |
| HENRY Karl | M | 03-04 | On loan from Stoke City | 9 | 1 | |
| HIGGS Shane | G | 00-09 | Worcester City (ex Bristol Rovers) | Leeds United | 237 | 0 |
| HILL Keith | CD | 01-02 | Rochdale | Morecambe | 5 | 0 |
| On loan:2001/02 Wrexham | 12 | 1 | ||||
| HOPKINS Gareth | F | 99-02 | YT | Cirencester Town | 8 | 0 |
| HOWARTH Neil | CD | 99-03 | Macclesfield Town | Telford United | 120 | 7 |
| HOWELLS Lee | M | 99-04 | Brisbane Lions (ex (Bristol Rovers)) | Merthyr Tydfil | 121 | 6 |
| HYNES Peter | F | 03-04 | On loan from Aston Villa | 4 | 0 | |
| IWELUMO Chris | F | 00-01 | On loan from Stoke City | 4 | 1 | |
| JACKSON Michael | D | 99-02 | YT | Swansea City | 9 | 0 |
| JONES Darren | D | 03-04 | On loan from Bristol City | 14 | 1 | |
| JONES Marcus | M | 00-01 | Scarborough | Yeovil Town | 2 | 0 |
| JONES Mark | F | 99-00 | On loan from Wolverhampton Wds. | 3 | 0 | |
| JONES Steve | CD | 01-03 | Swansea City | Forest Green Rovers | 5 | 0 |
| KENTON Darren | 08-09 | Leeds United | Rochester Rhinos (USA) | 13 | 1 | |
| LEDGISTER Aaron | M | 08-09 | (Bristol City - YT) | Worcester City | 1 | 0 |
| LEE Martyn | M | 01-02 | On loan from Wycombe Wanderers | 5 | 0 | |
| LINDEGAARD Andy | M | 07-09 | Yeovil Town | Yeovil Town | 56 | 2 |
| On loan:2008/09 Aldershot Town | 6 | 1 | ||||
| LOWE Keith | D | 06-07 | On loan from Wolverhampton Wds. | 16 | 1 | |
| KEOGH Richard | M | 07-08 | On loan from Bristol City | 10 | 0 | |
| MADJO Guy | F | 07-08 | On loan from Crawley Town | 5 | 0 | |
| MacDONALD Charlie | F | 00-01 | On loan from Charlton Athletic | 8 | 2 | |
| McAULEY Hugh | M | 99-03 | Leek Town | Kidderminster Harriers | 100 | 9 |
| McCANN Grant (1st spell) | M | 00-01 | On loan from West Ham United | 30 | 3 | |
| McCANN Grant (2nd spell) | M | 02-07 | West Ham United | Barnsley | 163 | 31 |
| MELLIGAN John | M | 04-07 | Wolverhampton Wds. | Leyton Orient | 114 | 15 |
| MILTON Russell | M | 99-03 | Dover Athletic (ex (Arsenal)) | Bath City | 117 | 14 |
| MONTROSE Lewis | M | 08-09 | On loan from Wigan Athletic | 5 | 0 | |
| MORGAN Alan | M | 04-05 | On loan from Blackburn Rovers | 8 | 0 | |
| MUGGLETON Carl | G | 01-02 | Stoke City | Chesterfield | 7 | 0 |
| On loan:2001/02 Bradford City | 4 | 0 | ||||
| MURPHY Chris | M | 04-05 | Telford United (ex Shrewsbury Town) | Redditch United | 4 | 0 |
| MURRAY Scott | M | 08-09 | On loan from Bristol City | 13 | 2 | |
| MYRIE-WILLIAMS Jennison (1st) | F | 07-08 | On loan from Bristol City | 12 | 0 | |
| MYRIE-WILLIAMS Jennison (2nd) | F | 08-09 | On loan from Bristol City | 5 | 1 | |
| NAYLOR Tony | F | 01-03 | Port Vale | Telford United | 74 | 18 |
| O'LEARY Kristian | M | 06-07 | On loan from Swansea City | 5 | 1 | |
| ODEJAYI Kayodi | F | 03-07 | Bristol City | Barnsley | 148 | 30 |
| OWUSU Lloyd | F | 08-09 | Yeovil Town | Adelaide City (Australia) | 22 | 7 |
| On loan:2008/09 Brighton | 14 | 7 | ||||
| PAYNE Josh | M | 08-09 | On loan from West Ham United | 11 | 1 | |
| REID Craig | F | 06-08 | (Coventry City) | Grays Athletic | 14 | 0 |
| ROSA Denes | F | 06-07 | On loan from Wolverhampton Wds. | 4 | 0 | |
| ROSE Michael | D | 05-06 | On loan from Yeovil Town | 3 | 0 | |
| ROWE-TURNER Lathanial | M | 08-09 | On loan from Leicester City | 1 | 0 | |
| RUSSELL Alex | M | 07-09 | Bristol City | Exeter City | 36 | 2 |
| SERTORI Mark | CD | 00-01 | Shrewsbury Town | Altrincham | 10 | 0 |
| SIMPKINS Mike | D | 02-03 | On loan from Cardiff City | 2 | 0 | |
| SINCLAIR Dean (1st spell) | M | 07-08 | On loan from Charlton Athletic | 12 | 1 | |
| SINCLAIR Dean (2nd spell) | M | 08-09 | On loan from Charlton Athletic | 3 | 0 | |
| SMITH Andy | F | 06-07 | On loan from Preston North End | 2 | 0 | |
| SPENCER Damien | F | 02-09 | Bristol City | Kettering Town | 224 | 35 |
| On loan:2008/09 Brentford | 5 | 1 | ||||
| STEVENS Ian | F | 99-00 | On loan from Wrexham | 1 | 0 | |
| STRONG Greg | CD | 02-03 | On loan from Hull City | 4 | 0 | |
| TAYLOR Bob | F | 03-04 | West Bromwich Albion | Tamworth | 28 | 7 |
| TAYLOR Michael | CD | 04-06 | (Blackburn Rovers) | Lancaster City | 23 | 0 |
| TYSON Nathan | F | 01-02 | On loan from Reading | 8 | 1 | |
| VICTORY Jamie | FB | 99-07 | Bournemouth | Retired (injury) | 258 | 22 |
| VINCENT Ashley | F | 04-09 | (Wolverhampton Wds. -YT) | Colchester United | 110 | 8 |
| WALKER Richard | CD | 99-03 | Hereford United (ex Notts County) | Retired (injury) | 70 | 1 |
| WARD Graham | M | 04-05 | Kidderminster Harriers | Tamworth | 2 | 0 |
| WATKINS Dale | F | 99-00 | Gloucester City (ex Peterborough Utd) | Kettering Town | 9 | 0 |
| WESOLOWSKI James | M | 08-09 | On loan from Leicester City | 4 | 0 | |
| WESTLAKE Ian | M | 08-09 | Leeds United | Wycombe Wanderers | 22 | 2 |
| On loan:2008/09 Oldham Athletic | 5 | 0 | ||||
| WESTWOOD Chris | D | 08-09 | On loan from Peterborough United | 9 | 2 | |
| WHITE Jason | F | 00-02 | Rotherham United | Marine (Singapore) | 31 | 1 |
| On loan:2001/02 Mansfield Town | 7 | 0 | ||||
| WILLIAMS Lee | M | 01-03 | Mansfield Town | Telford United | 51 | 3 |
| WILSON Brian | M | 03-07 | Stoke City | Bristol City | 125 | 14 |
| WRIGHT Alan | FB | 07-09 | Sheffield United | Fleetwood Town | 56 | 1 |
| WYLDE Michael | FB | 05-07 | YT | Tamworth | 8 | 0 |
| YAO Sosthene | M | 05-08 | (West Ham United - YT) | Bishops Stortford | 23 | 0 |
| YATES Mark | M | 99-04 | Kidderminster H. (ex Doncaster Rvs.) | Kidderminster Harriers | 194 | 19 |
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