| Leyton Orient FC v Charlton Athletic FC 26/12/1964 | £5.00 | |
| Southampton FC v Leyton Orient FC 30/10/1965 | £7.50 | |
| Southampton FC v Leyton Orient FC 30/10/1965 | £7.50 | |
| Bury FC v Leyton Orient FC 15/01/1966 | £7.00 | |
| Preston North End FC v Leyton Orient FC 19/02/1966 | £3.00 | |
| Preston North End FC v Leyton Orient FC 19/02/1966 | £4.50 | |
| Leyton Orient FC v Manchester City FC 07/05/1966 | £12.50 | |
| Oldham Athletic FC v Leyton Orient FC 20/08/1966 | £4.00 | |
| Brighton & Hove Albion FC v Leyton Orient FC 24/08/1966 | £4.00 | |
| Brighton & Hove Albion FC v Leyton Orient FC 24/08/1966 | £4.50 | |
| Leyton Orient FC v Scunthorpe United FC 27/08/1966 | £6.50 | |
| Brighton & Hove Albion FC v Leyton Orient FC 08/10/1966 | £2.50 |