| Barnsley FC v Orient 20/09/1969 | View match | |
| Orient v Torquay United FC 27/09/1969 | View match | |
| Orient v Fulham FC 29/09/1969 | View match | |
| Tranmere Rovers FC v Orient 04/10/1969 | View match | |
| Halifax Town A.F.C v Orient 07/10/1969 | View match | |
| Orient v Reading FC 11/10/1969 | £6.99 | |
| Orient v Doncaster Rovers FC 18/10/1969 | View match | |
| Gillingham FC v Orient 25/10/1969 | View match | |
| Orient v Bournemouth & Boscombe 01/11/1969 | £9.99 | |
| Plymouth Argyle FC v Orient 08/11/1969 | View match | |
| Walsall FC v Orient 15/11/1969 | View match | |
| Orient v Walsall FC 17/11/1969 | £8.00 |