| Wigan Athletic FC v Chester City FC 22/08/1995 | View match | |
| Chester City FC v Plymouth Argyle FC 26/08/1995 | View match | |
| Wigan Athletic FC v Chester City FC 29/08/1995 | View match | |
| Chester City FC v Hereford United 02/09/1995 | View match | |
| Colchester United FC v Chester City FC 09/09/1995 | View match | |
| Scunthorpe United FC v Chester City FC 12/09/1995 | View match | |
| Chester City FC v Lincoln City FC 16/09/1995 | View match | |
| Tottenham Hotspur FC v Chester City FC 20/09/1995 | £3.50 | |
| Tottenham Hotspur FC v Chester City FC 20/09/1995 | £4.00 | |
| Tottenham Hotspur FC v Chester City FC 20/09/1995 | £2.00 | |
| Chester City FC v Gillingham FC 23/09/1995 | View match | |
| Preston North End FC v Chester City FC 30/09/1995 | View match |