| Exeter City FC v Workington 22/10/1960 | View match | |
| Chelsea FC v Workington 24/10/1960 | View match | |
| Workington v Peterborough United FC 29/10/1960 | View match | |
| Stockport County FC v Workington 05/11/1960 | View match | |
| Workington v Darlington FC 12/11/1960 | View match | |
| Crystal Palace FC v Workington 19/11/1960 | £6.00 | |
| Chester City FC v Workington 26/11/1960 | View match | |
| Hartlepool United v Workington 03/12/1960 | View match | |
| Workington v Wrexham FC 10/12/1960 | View match | |
| Bradford Park Avenue v Workington 17/12/1960 | View match | |
| Workington v Carlisle United FC 26/12/1960 | View match | |
| Carlisle United FC v Workington 27/12/1960 | View match |