| Chester City FC v Doncaster Rovers FC 05/12/1987 | View match | |
| Brighton & Hove Albion FC v Chester City FC 12/12/1987 | £3.50 | |
| Chester City FC v Bury FC 18/12/1987 | View match | |
| Chester City FC v Sunderland FC 26/12/1987 | View match | |
| Wigan Athletic FC v Chester City FC 28/12/1987 | View match | |
| York City FC v Chester City FC 01/01/1988 | View match | |
| Chester City FC v Blackpool FC 02/01/1988 | View match | |
| 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 |