| Leyton Orient FC v Exeter City FC 10/11/1990 | View match | |
| Leyton Orient FC v Fulham FC 12/11/1990 | View match | |
| Leyton Orient FC v Southend United FC 17/11/1990 | View match | |
| Wigan Athletic FC v Leyton Orient FC 24/11/1990 | View match | |
| Brentford FC v Leyton Orient FC 02/12/1990 | View match | |
| Colchester United FC v Leyton Orient FC 12/12/1990 | View match | |
| Leyton Orient FC v Preston North End FC 15/12/1990 | View match | |
| Leyton Orient FC v Colchester United FC 17/12/1990 | View match | |
| Leyton Orient FC v Crewe Alexandra FC 22/12/1990 | View match | |
| Bury FC v Leyton Orient FC 26/12/1990 | £6.50 | |
| AFC Bournemouth v Leyton Orient FC 29/12/1990 | View match | |
| Leyton Orient FC v Stoke City FC 01/01/1991 | £3.50 |