| York City FC v Bristol Rovers FC 06/09/1986 | View match | |
| Port Vale FC v York City FC 13/09/1986 | View match | |
| Gillingham FC v York City FC 16/09/1986 | View match | |
| York City FC v Bury FC 20/09/1986 | £4.50 | |
| York City FC v Chelsea FC 23/09/1986 | View match | |
| Doncaster Rovers FC v York City FC 27/09/1986 | View match | |
| York City FC v AFC Bournemouth 30/09/1986 | View match | |
| York City FC v Mansfield Town FC 04/10/1986 | View match | |
| Chelsea FC v York City FC 08/10/1986 | £5.00 | |
| Bristol City FC v York City FC 11/10/1986 | View match | |
| Brentford FC v York City FC 18/10/1986 | View match | |
| York City FC v Chester City FC 21/10/1986 | View match |