| Workington v Huddersfield Town FC 04/11/1963 | View match | |
| Workington v Hartlepool United 09/11/1963 | View match | |
| Workington v Halifax Town A.F.C 16/11/1963 | View match | |
| Workington v Southport 23/11/1963 | View match | |
| Workington v Colchester United FC 26/11/1963 | View match | |
| Gillingham FC v Workington 30/11/1963 | View match | |
| Port Vale FC v Workington 07/12/1963 | View match | |
| Workington v Brighton & Hove Albion FC 14/12/1963 | ||
| West Ham United FC v Workington 16/12/1963 | View match | |
| Chester City FC v Workington 21/12/1963 | View match | |
| Workington v Carlisle United FC 26/12/1963 | View match | |
| Carlisle United FC v Workington 28/12/1963 | View match |