| Workington v Hull City FC 18/09/1957 | View match | |
| Workington v Scunthorpe United FC 21/09/1957 | View match | |
| Workington v Bradford City FC 25/09/1957 | View match | |
| Darlington FC v Workington 28/09/1957 | View match | |
| Bradford City FC v Workington 01/10/1957 | View match | |
| Workington v Gateshead 05/10/1957 | View match | |
| Hartlepool United v Workington 12/10/1957 | View match | |
| Workington v Barrow 19/10/1957 | View match | |
| Oldham Athletic FC v Workington 26/10/1957 | View match | |
| Workington v Bury FC 02/11/1957 | View match | |
| Accrington Stanley (1891) v Workington 09/11/1957 | View match | |
| Workington v Crook Town 16/11/1957 | View match |