| Crewe Alexandra FC v Workington 09/01/1960 | View match | |
| Workington v Northampton Town FC 16/01/1960 | View match | |
| Doncaster Rovers FC v Workington 23/01/1960 | View match | |
| Exeter City FC v Workington 30/01/1960 | View match | |
| Oldham Athletic FC v Workington 06/02/1960 | View match | |
| Workington v Rochdale FC 13/02/1960 | View match | |
| Workington v Crystal Palace FC 25/02/1960 | View match | |
| Workington v Notts County FC 27/02/1960 | View match | |
| Walsall FC v Workington 05/03/1960 | View match | |
| Workington v Hartlepool United 12/03/1960 | View match | |
| Crewe Alexandra FC v Workington 19/03/1960 | View match | |
| Workington v Chester City FC 26/03/1960 | View match |