| Southport v Plymouth Argyle FC 06/09/1969 | View match | |
| Plymouth Argyle FC v Halifax Town A.F.C 13/09/1969 | View match | |
| Plymouth Argyle FC v Stockport County FC 17/09/1969 | View match | |
| Fulham FC v Plymouth Argyle FC 20/09/1969 | £3.00 | |
| Fulham FC v Plymouth Argyle FC 20/09/1969 | £5.50 | |
| Plymouth Argyle FC v Luton Town FC 27/09/1969 | View match | |
| Plymouth Argyle FC v Barnsley FC 29/09/1969 | View match | |
| Mansfield Town FC v Plymouth Argyle FC 04/10/1969 | View match | |
| Brighton & Hove Albion FC v Plymouth Argyle FC 07/10/1969 | £3.00 | |
| Plymouth Argyle FC v Rochdale FC 11/10/1969 | View match | |
| Bradford City FC v Plymouth Argyle FC 18/10/1969 | View match | |
| Plymouth Argyle FC v Walsall FC 25/10/1969 | View match |