| Preston North End FC v Orient 12/04/1986 | View match | |
| Northampton Town FC v Orient 15/04/1986 | View match | |
| Orient v Chester City FC 19/04/1986 | View match | |
| Orient v Halifax Town A.F.C 22/04/1986 | View match | |
| Swindon Town FC v Orient 27/04/1986 | View match | |
| Orient v Burnley FC 03/05/1986 | £5.00 | |
| Rochdale FC v Orient 05/05/1986 | View match | |
| Exeter City FC v Orient 23/08/1986 | View match | |
| Orient v Cambridge United FC 26/08/1986 | View match | |
| Orient v Peterborough United FC 30/08/1986 | View match | |
| Cambridge United FC v Orient 02/09/1986 | View match | |
| Swansea City FC v Orient 06/09/1986 | View match |