| Gateshead v Workington 28/03/1960 | View match | |
| Crystal Palace FC v Workington 02/04/1960 | View match | |
| Workington v Bradford Park Avenue 09/04/1960 | View match | |
| Workington v Barrow 15/04/1960 | View match | |
| Stockport County FC v Workington 16/04/1960 | View match | |
| Barrow v Workington 18/04/1960 | View match | |
| Workington v Exeter City FC 23/04/1960 | View match | |
| Workington v Watford FC 30/04/1960 | View match | |
| Workington v Bradford Park Avenue 20/08/1960 | View match | |
| Workington v Northampton Town FC 24/08/1960 | View match | |
| Gillingham FC v Workington 27/08/1960 | View match | |
| Northampton Town FC v Workington 29/08/1960 | View match |