| Chesterfield FC v Burnley FC 12/08/2003 | View match | |
| Chesterfield FC v Bristol City FC 16/08/2003 | View match | |
| Wycombe Wanderers FC v Chesterfield FC 23/08/2003 | View match | |
| Chesterfield FC v Plymouth Argyle FC 25/08/2003 | View match | |
| Queens Park Rangers FC v Chesterfield FC 30/08/2003 | £6.00 | |
| Chesterfield FC v Barnsley FC 06/09/2003 | View match | |
| Chesterfield FC v Notts County FC 13/09/2003 | View match | |
| Brighton & Hove Albion FC v Chesterfield FC 16/09/2003 | £6.99 | |
| Grimsby Town FC v Chesterfield FC 20/09/2003 | View match | |
| Chesterfield FC v Brentford FC 27/09/2003 | View match | |
| Chesterfield FC v AFC Bournemouth 30/09/2003 | View match | |
| Stockport County FC v Chesterfield FC 04/10/2003 | View match |