| Hull City FC v Chester City FC 02/11/1957 | View match | |
| Chester City FC v Bradford City FC 09/11/1957 | View match | |
| Chester City FC v Gateshead 16/11/1957 | View match | |
| Chester City FC v Mansfield Town FC 23/11/1957 | View match | |
| Gateshead v Chester City FC 30/11/1957 | View match | |
| Chester City FC v Bradford City FC 07/12/1957 | View match | |
| Bradford City FC v Chester City FC 11/12/1957 | View match | |
| Chester City FC v Scunthorpe United FC 14/12/1957 | View match | |
| Tranmere Rovers FC v Chester City FC 21/12/1957 | View match | |
| Bury FC v Chester City FC 25/12/1957 | £15.50 | |
| Chester City FC v Bury FC 26/12/1957 | View match | |
| Chester City FC v Hartlepool United 28/12/1957 | View match |