| Workington v Derby County FC 22/09/1956 | View match | |
| Workington v Gateshead 26/09/1956 | View match | |
| Wrexham FC v Workington 29/09/1956 | View match | |
| Oldham Athletic FC v Workington 06/10/1956 | View match | |
| Workington v Mansfield Town FC 13/10/1956 | View match | |
| Carlisle United FC v Workington 20/10/1956 | View match | |
| Workington v Chesterfield FC 27/10/1956 | View match | |
| Chester City FC v Workington 03/11/1956 | View match | |
| Workington v Hartlepool United 10/11/1956 | View match | |
| Mansfield Town FC v Workington 17/11/1956 | View match | |
| Workington v Mansfield Town FC 21/11/1956 | View match | |
| Workington v Stockport County FC 24/11/1956 | View match |