| 2. Ronde | 13.08.2002 | Chesterfield FC | - | Swindon Town | 2:4 |  |
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| 5. Ronde | 27.08.2002 | Chesterfield FC | - | Northampton Town | 4:0 | ||||
| 7. Ronde | 07.09.2002 | Crewe Alexandra | - | Chesterfield FC | 0:0 | ||||
| 8. Ronde | 14.09.2002 | Chesterfield FC | - | Wigan Athletic | 0:0 | ||||
| 9. Ronde | 17.09.2002 | Chesterfield FC | - | Stockport County | 1:0 | |
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| 10. Ronde | 21.09.2002 | Plymouth Argyle | - | Chesterfield FC | 0:1 | |
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| 11. Ronde | 28.09.2002 | Chesterfield FC | - | Blackpool FC | 1:0 | ||||
| 13. Ronde | 12.10.2002 | Chesterfield FC | - | Tranmere Rovers | 1:0 | ||||
| 14. Ronde | 18.10.2002 | Colchester United | - | Chesterfield FC | 2:0 | ||||
| 15. Ronde | 26.10.2002 | Chesterfield FC | - | Notts County | 0:0 | ||||
| 16. Ronde | 29.10.2002 | Wycombe Wanderers | - | Chesterfield FC | 2:0 | |
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| 17. Ronde | 02.11.2002 | Chesterfield FC | - | Barnsley FC | 1:0 |  |
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| 18. Ronde | 09.11.2002 | Peterborough United | - | Chesterfield FC | 1:0 | ||||
| 21. Ronde | 14.12.2002 | Brentford FC | - | Chesterfield FC | 2:1 | |
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| 23. Ronde | 26.12.2002 | Northampton Town | - | Chesterfield FC | 0:1 | ||||
| 24. Ronde | 28.12.2002 | Chesterfield FC | - | Cheltenham Town | 2:2 |
Engeland