| Oxford United FC v Chesterfield FC 12/08/1995 | View match | |
| Chesterfield FC v Bury FC 15/08/1995 | £5.00 | |
| Chesterfield FC v Carlisle United FC 19/08/1995 | View match | |
| Swansea City FC v Chesterfield FC 26/08/1995 | View match | |
| Chesterfield FC v York City FC 29/08/1995 | View match | |
| Chesterfield FC v Hull City FC 02/09/1995 | View match | |
| Bury FC v Chesterfield FC 05/09/1995 | £4.50 | |
| Swindon Town FC v Chesterfield FC 09/09/1995 | View match | |
| Wycombe Wanderers FC v Chesterfield FC 12/09/1995 | View match | |
| Chesterfield FC v Rotherham United FC 16/09/1995 | View match | |
| Chesterfield FC v Burnley FC 23/09/1995 | View match | |
| Brentford FC v Chesterfield FC 30/09/1995 | View match |