| Leyton Orient FC v Hartlepool United 21/03/1989 | View match | |
| Leyton Orient FC v Rochdale FC 25/03/1989 | View match | |
| Tranmere Rovers FC v Leyton Orient FC 27/03/1989 | View match | |
| Leyton Orient FC v Grimsby Town FC 01/04/1989 | £3.50 | |
| Leyton Orient FC v Halifax Town A.F.C 04/04/1989 | View match | |
| 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 |