| Workington v Rochdale FC 14/08/1968 | View match | |
| Newport County v Workington 17/08/1968 | View match | |
| Workington v Wrexham FC 24/08/1968 | View match | |
| Grimsby Town FC v Workington 27/08/1968 | View match | |
| Swansea Town v Workington 31/08/1968 | View match | |
| Colchester United FC v Workington 04/09/1968 | View match | |
| Aldershot F.C v Workington 07/09/1968 | View match | |
| Workington v Bradford Park Avenue 14/09/1968 | View match | |
| Workington v Halifax Town A.F.C 18/09/1968 | View match | |
| Southend United FC v Workington 20/09/1968 | View match | |
| Workington v Burnley FC 25/09/1968 | View match | |
| Workington v Lincoln City FC 28/09/1968 | View match |