| York City FC v Oldham Athletic FC 11/01/1958 | View match | |
| Bury FC v York City FC 18/01/1958 | £15.00 | |
| York City FC v Bolton Wanderers FC 25/01/1958 | View match | |
| Bolton Wanderers FC v York City FC 29/01/1958 | View match | |
| York City FC v Accrington Stanley (1891) 01/02/1958 | View match | |
| Chester City FC v York City FC 08/02/1958 | View match | |
| York City FC v Chesterfield FC 15/02/1958 | View match | |
| Crewe Alexandra FC v York City FC 22/02/1958 | View match | |
| York City FC v Mansfield Town FC 01/03/1958 | View match | |
| York City FC v Darlington FC 15/03/1958 | View match | |
| Halifax Town A.F.C v York City FC 22/03/1958 | View match | |
| Gateshead v York City FC 24/03/1958 | View match |