| Leyton Orient FC v Cambridge United FC 17/10/1987 | View match | |
| Leyton Orient FC v Rochdale FC 20/10/1987 | View match | |
| Swansea City FC v Leyton Orient FC 24/10/1987 | View match | |
| Gillingham FC v Leyton Orient FC 27/10/1987 | View match | |
| Leyton Orient FC v Halifax Town A.F.C 31/10/1987 | £3.50 | |
| Carlisle United FC v Leyton Orient FC 03/11/1987 | View match | |
| Bolton Wanderers FC v Leyton Orient FC 07/11/1987 | View match | |
| Leyton Orient FC v Exeter City FC 14/11/1987 | £6.00 | |
| Leyton Orient FC v Darlington FC 20/11/1987 | View match | |
| Leyton Orient FC v Aldershot F.C 24/11/1987 | View match | |
| Hereford United v Leyton Orient FC 28/11/1987 | View match | |
| Leyton Orient FC v Swansea City FC 05/12/1987 | £4.50 |