| Swindon Town FC v Leyton Orient FC 05/11/1966 | View match | |
| Leyton Orient FC v Reading FC 11/11/1966 | £4.50 | |
| Leyton Orient FC v Colchester United FC 14/11/1966 | £5.00 | |
| Doncaster Rovers FC v Leyton Orient FC 18/11/1966 | View match | |
| Grimsby Town FC v Leyton Orient FC 03/12/1966 | View match | |
| Leyton Orient FC v Oldham Athletic FC 17/12/1966 | View match | |
| Leyton Orient FC v Bristol Rovers FC 26/12/1966 | £4.00 | |
| Bristol Rovers FC v Leyton Orient FC 27/12/1966 | View match | |
| Scunthorpe United FC v Leyton Orient FC 30/12/1966 | View match | |
| Leyton Orient FC v Brentford FC 07/01/1967 | View match | |
| Brentford FC v Leyton Orient FC 10/01/1967 | View match | |
| Gillingham FC v Leyton Orient FC 14/01/1967 | View match |