| Chester City FC v Preston North End FC 19/03/1988 | View match | |
| Mansfield Town FC v Chester City FC 26/03/1988 | View match | |
| Walsall FC v Chester City FC 02/04/1988 | View match | |
| Chester City FC v Bristol City FC 04/04/1988 | View match | |
| Port Vale FC v Chester City FC 09/04/1988 | View match | |
| Chester City FC v Brentford FC 23/04/1988 | View match | |
| Chesterfield FC v Chester City FC 30/04/1988 | View match | |
| Chester City FC v Brighton & Hove Albion FC 02/05/1988 | £5.50 | |
| Bury FC v Chester City FC 07/05/1988 | £7.50 | |
| Chester City FC v Blackpool FC 27/08/1988 | View match | |
| Bolton Wanderers FC v Chester City FC 30/08/1988 | View match | |
| Port Vale FC v Chester City FC 03/09/1988 | View match |