| Tranmere Rovers FC v Chester City FC 06/02/1990 | View match | |
| Notts County FC v Chester City FC 10/02/1990 | View match | |
| Crewe Alexandra FC v Chester City FC 13/02/1990 | View match | |
| Chester City FC v Shrewsbury Town FC 17/02/1990 | View match | |
| Walsall FC v Chester City FC 24/02/1990 | View match | |
| Chester City FC v Bristol City FC 03/03/1990 | View match | |
| Fulham FC v Chester City FC 06/03/1990 | £3.50 | |
| Chester City FC v Reading FC 09/03/1990 | View match | |
| Bury FC v Chester City FC 17/03/1990 | View match | |
| Chester City FC v Cardiff City FC 20/03/1990 | View match | |
| Birmingham City FC v Chester City FC 24/03/1990 | View match | |
| Chester City FC v Bolton Wanderers FC 31/03/1990 | View match |