| York City FC v Cheltenham Town FC 19/08/2000 | View match | |
| York City FC v Stoke City FC 22/08/2000 | View match | |
| Carlisle United FC v York City FC 25/08/2000 | View match | |
| York City FC v Barnet FC 28/08/2000 | View match | |
| Darlington FC v York City FC 02/09/2000 | View match | |
| Stoke City FC v York City FC 06/09/2000 | View match | |
| York City FC v Scunthorpe United FC 09/09/2000 | View match | |
| York City FC v Rochdale FC 12/09/2000 | View match | |
| Exeter City FC v York City FC 16/09/2000 | View match | |
| York City FC v Brighton & Hove Albion FC 23/09/2000 | £5.00 | |
| Hartlepool United v York City FC 30/09/2000 | View match | |
| York City FC v Mansfield Town FC 06/10/2000 | View match |