| Rochdale FC v Orient 09/08/1969 | View match | |
| Orient v Fulham FC 13/08/1969 | £6.00 | |
| Orient v Halifax Town A.F.C 16/08/1969 | £8.99 | |
| Fulham FC v Orient 18/08/1969 | £4.00 | |
| Fulham FC v Orient 18/08/1969 | £4.50 | |
| Fulham FC v Orient 18/08/1969 | £5.00 | |
| Luton Town FC v Orient 23/08/1969 | View match | |
| Barrow v Orient 25/08/1969 | View match | |
| Orient v Mansfield Town FC 30/08/1969 | View match | |
| Rotherham United FC v Orient 06/09/1969 | View match | |
| Orient v Brighton & Hove Albion FC 13/09/1969 | View match | |
| Orient v Bradford City FC 15/09/1969 | £7.00 |