| Wrexham FC v Leyton Orient FC 08/04/1989 | View match | |
| Leyton Orient FC v Torquay United FC 15/04/1989 | £5.00 | |
| York City FC v Leyton Orient FC 22/04/1989 | View match | |
| Leyton Orient FC v Cambridge United FC 29/04/1989 | £3.50 | |
| Carlisle United FC v Leyton Orient FC 01/05/1989 | View match | |
| Lincoln City FC v Leyton Orient FC 06/05/1989 | View match | |
| Leyton Orient FC v Scunthorpe United FC 13/05/1989 | £3.50 | |
| Leyton Orient FC v Scarborough FC 21/05/1989 | View match | |
| Scarborough FC v Leyton Orient FC 24/05/1989 | View match | |
| Wrexham FC v Leyton Orient FC 30/05/1989 | View match | |
| Leyton Orient FC v Wrexham FC 03/06/1989 | £3.50 | |
| Leyton Orient FC v Notts County FC 19/08/1989 | View match |