| Workington v Rochdale FC 15/11/1969 | View match | |
| Workington v Notts County FC 22/11/1969 | View match | |
| Scunthorpe United FC v Workington 25/11/1969 | View match | |
| Port Vale FC v Workington 29/11/1969 | View match | |
| Rotherham United FC v Workington 06/12/1969 | View match | |
| Workington v Exeter City FC 13/12/1969 | View match | |
| Aldershot F.C v Workington 20/12/1969 | View match | |
| Oldham Athletic FC v Workington 26/12/1969 | View match | |
| Workington v Peterborough United FC 15/01/1970 | View match | |
| Workington v Chesterfield FC 17/01/1970 | View match | |
| Colchester United FC v Workington 24/01/1970 | View match | |
| Brentford FC v Workington 31/01/1970 | View match |