| Halifax Town A.F.C v Orient 13/09/1985 | View match | |
| Mansfield Town FC v Orient 18/09/1985 | View match | |
| Orient v Colchester United FC 21/09/1985 | View match | |
| Orient v Tottenham Hotspur FC 23/09/1985 | £4.00 | |
| Wrexham FC v Orient 28/09/1985 | View match | |
| Orient v Rochdale FC 01/10/1985 | View match | |
| Orient v Scunthorpe United FC 05/10/1985 | £3.50 | |
| Exeter City FC v Orient 12/10/1985 | View match | |
| Cambridge United FC v Orient 19/10/1985 | View match | |
| Orient v Aldershot F.C 22/10/1985 | View match | |
| Orient v Stockport County FC 26/10/1985 | View match | |
| Tottenham Hotspur FC v Orient 30/10/1985 | £3.00 |