| Chesterfield FC v Torquay United FC 27/01/2001 | View match | |
| Bury FC v Chesterfield FC 30/01/2001 | £8.50 | |
| Barnet FC v Chesterfield FC 03/02/2001 | View match | |
| Chesterfield FC v Cheltenham Town FC 09/02/2001 | View match | |
| Mansfield Town FC v Chesterfield FC 17/02/2001 | View match | |
| Chesterfield FC v Carlisle United FC 20/02/2001 | View match | |
| Chesterfield FC v Blackpool FC 24/02/2001 | View match | |
| Macclesfield Town FC v Chesterfield FC 03/03/2001 | View match | |
| Plymouth Argyle FC v Chesterfield FC 10/03/2001 | View match | |
| Chesterfield FC v Rochdale FC 17/03/2001 | View match | |
| Brighton & Hove Albion FC v Chesterfield FC 24/03/2001 | £7.50 | |
| Chesterfield FC v Southend United FC 31/03/2001 | View match |