1. Round | 11/08/2007 | Chester City | - | Chesterfield FC | 0:0 | ||||
2. Round | 18/08/2007 | Chesterfield FC | - | Stockport County | 1:1 | ||||
3. Round | 25/08/2007 | Peterborough United | - | Chesterfield FC | 2:3 | ||||
18. Round | 05/12/2007 | Chesterfield FC | - | Rotherham United | 0:2 | ||||
19. Round | 08/12/2007 | Chesterfield FC | - | Bradford City | 1:1 | ||||
20. Round | 15/12/2007 | Accrington Stanley | - | Chesterfield FC | 2:1 | ||||
31. Round | 09/02/2008 | Grimsby Town | - | Chesterfield FC | 4:2 | ||||
40. Round | 24/03/2008 | Bradford City | - | Chesterfield FC | 1:0 |