| Enfield v York City FC 14/11/1998 | View match | |
| Stoke City FC v York City FC 21/11/1998 | View match | |
| York City FC v Enfield 24/11/1998 | View match | |
| York City FC v Northampton Town FC 28/11/1998 | View match | |
| Wrexham FC v York City FC 05/12/1998 | View match | |
| York City FC v Lincoln City FC 08/12/1998 | View match | |
| AFC Bournemouth v York City FC 12/12/1998 | View match | |
| York City FC v Manchester City FC 19/12/1998 | View match | |
| York City FC v Burnley FC 26/12/1998 | View match | |
| Oldham Athletic FC v York City FC 28/12/1998 | View match | |
| Wycombe Wanderers FC v York City FC 02/01/1999 | View match | |
| York City FC v Preston North End FC 09/01/1999 | View match |