| Scunthorpe United FC v Workington 01/02/1958 | View match | |
| Workington v Darlington FC 08/02/1958 | View match | |
| Gateshead v Workington 15/02/1958 | View match | |
| Workington v Chesterfield FC 22/02/1958 | View match | |
| Barrow v Workington 01/03/1958 | View match | |
| Workington v Oldham Athletic FC 08/03/1958 | View match | |
| Mansfield Town FC v Workington 10/03/1958 | View match | |
| Bury FC v Workington 15/03/1958 | View match | |
| Workington v Hartlepool United 22/03/1958 | View match | |
| Chester City FC v Workington 29/03/1958 | View match | |
| Stockport County FC v Workington 04/04/1958 | View match | |
| Workington v York City FC 05/04/1958 | View match |