| Chester City FC v Southend United FC 09/01/1988 | View match | |
| Grimsby Town FC v Chester City FC 16/01/1988 | View match | |
| Burnley FC v Chester City FC 19/01/1988 | View match | |
| Fulham FC v Chester City FC 23/01/1988 | £4.00 | |
| Chester City FC v Rotherham United FC 30/01/1988 | View match | |
| Aldershot F.C v Chester City FC 06/02/1988 | View match | |
| Chester City FC v Wigan Athletic FC 13/02/1988 | View match | |
| Northampton Town FC v Chester City FC 20/02/1988 | £4.00 | |
| Notts County FC v Chester City FC 27/02/1988 | View match | |
| Chester City FC v Gillingham FC 02/03/1988 | View match | |
| Chester City FC v Bristol Rovers FC 05/03/1988 | View match | |
| Doncaster Rovers FC v Chester City FC 11/03/1988 | View match |