| Blackpool FC v Chesterfield FC 27/10/2001 | View match | |
| Chesterfield FC v Cambridge United FC 03/11/2001 | View match | |
| Cardiff City FC v Chesterfield FC 10/11/2001 | View match | |
| Stalybridge Celtic v Chesterfield FC 17/11/2001 | View match | |
| Wigan Athletic FC v Chesterfield FC 20/11/2001 | View match | |
| Chesterfield FC v AFC Bournemouth 24/11/2001 | View match | |
| Reading FC v Chesterfield FC 01/12/2001 | View match | |
| Chesterfield FC v Southend United FC 08/12/2001 | View match | |
| Chesterfield FC v Queens Park Rangers FC 15/12/2001 | £3.50 | |
| Southend United FC v Chesterfield FC 18/12/2001 | View match | |
| Brighton & Hove Albion FC v Chesterfield FC 21/12/2001 | £3.00 | |
| Chesterfield FC v Notts County FC 29/12/2001 | View match |