| Hartlepool United v Chester City FC 01/09/1992 | View match | |
| Chester City FC v Burnley FC 05/09/1992 | View match | |
| Leyton Orient FC v Chester City FC 12/09/1992 | View match | |
| Chester City FC v Mansfield Town FC 15/09/1992 | View match | |
| Chester City FC v Stockport County FC 19/09/1992 | View match | |
| Port Vale FC v Chester City FC 26/09/1992 | View match | |
| Chester City FC v Stoke City FC 03/10/1992 | View match | |
| Plymouth Argyle FC v Chester City FC 10/10/1992 | View match | |
| Chester City FC v Manchester United FC 13/10/1992 | View match | |
| Chester City FC v Bolton Wanderers FC 17/10/1992 | View match | |
| Fulham FC v Chester City FC 24/10/1992 | £4.00 | |
| Chester City FC v Brighton & Hove Albion FC 31/10/1992 | £7.50 |