| Southport v Workington 01/12/1956 | View match | |
| Goole Town v Workington 08/12/1956 | View match | |
| Workington v Goole Town 12/12/1956 | View match | |
| Workington v Tranmere Rovers FC 15/12/1956 | View match | |
| Halifax Town A.F.C v Workington 22/12/1956 | View match | |
| Workington v Bradford Park Avenue 25/12/1956 | View match | |
| Bradford Park Avenue v Workington 26/12/1956 | View match | |
| Workington v Rochdale FC 29/12/1956 | View match | |
| Workington v Darlington FC 05/01/1957 | View match | |
| Scunthorpe United FC v Workington 12/01/1957 | View match | |
| Workington v Crewe Alexandra FC 19/01/1957 | View match | |
| Darlington FC v Workington 26/01/1957 | View match |