| Crewe Alexandra FC v Leyton Orient FC 24/04/1990 | View match | |
| Leyton Orient FC v Birmingham City FC 28/04/1990 | View match | |
| Fulham FC v Leyton Orient FC 05/05/1990 | £4.00 | |
| Leyton Orient FC v Swansea City FC 25/08/1990 | View match | |
| Maidstone United (Old) v Leyton Orient FC 29/08/1990 | View match | |
| Birmingham City FC v Leyton Orient FC 01/09/1990 | View match | |
| Leyton Orient FC v Mansfield Town FC 08/09/1990 | View match | |
| Chester City FC v Leyton Orient FC 15/09/1990 | View match | |
| Tranmere Rovers FC v Leyton Orient FC 17/09/1990 | View match | |
| Leyton Orient FC v Rotherham United FC 22/09/1990 | View match | |
| Charlton Athletic FC v Leyton Orient FC 26/09/1990 | £4.50 | |
| Leyton Orient FC v Bradford City FC 29/09/1990 | £5.00 |