| Chester City FC v Southend United FC 22/12/1990 | View match | |
| Rotherham United FC v Chester City FC 26/12/1990 | View match | |
| Fulham FC v Chester City FC 29/12/1990 | £3.50 | |
| Fulham FC v Chester City FC 29/12/1990 | £2.00 | |
| Chester City FC v AFC Bournemouth 05/01/1991 | View match | |
| Exeter City FC v Chester City FC 12/01/1991 | View match | |
| Chester City FC v Bury FC 19/01/1991 | View match | |
| Leyton Orient FC v Chester City FC 26/01/1991 | View match | |
| Stoke City FC v Chester City FC 02/02/1991 | View match | |
| Birmingham City FC v Chester City FC 23/02/1991 | View match | |
| Chester City FC v Wigan Athletic FC 26/02/1991 | View match | |
| AFC Bournemouth v Chester City FC 02/03/1991 | View match |