| Crewe Alexandra FC v Orient 04/01/1969 | View match | |
| Watford FC v Orient 18/01/1969 | View match | |
| Orient v Reading FC 25/01/1969 | £8.99 | |
| Orient v Walsall FC 01/02/1969 | £8.99 | |
| Orient v Plymouth Argyle FC 15/02/1969 | £8.99 | |
| Bristol Rovers FC v Orient 24/02/1969 | View match | |
| Rotherham United FC v Orient 01/03/1969 | View match | |
| Orient v Crewe Alexandra FC 03/03/1969 | £8.99 | |
| Orient v Gillingham FC 08/03/1969 | £9.99 | |
| Walsall FC v Orient 11/03/1969 | View match | |
| Mansfield Town FC v Orient 15/03/1969 | View match | |
| Orient v Bournemouth & Boscombe 17/03/1969 | £9.99 |