| Chester City FC v Torquay United FC 04/11/1995 | View match | |
| Blackpool FC v Chester City FC 11/11/1995 | View match | |
| Mansfield Town FC v Chester City FC 18/11/1995 | View match | |
| Chester City FC v Darlington FC 25/11/1995 | View match | |
| Chester City FC v Preston North End FC 16/12/1995 | View match | |
| Chester City FC v Barnet FC 23/12/1995 | View match | |
| Cardiff City FC v Chester City FC 26/12/1995 | View match | |
| Exeter City FC v Chester City FC 30/12/1995 | View match | |
| Cambridge United FC v Chester City FC 06/01/1996 | View match | |
| Gillingham FC v Chester City FC 09/01/1996 | View match | |
| Chester City FC v Bury FC 13/01/1996 | £4.00 | |
| Hartlepool United v Chester City FC 20/01/1996 | View match |