| Hull City FC v Rotherham United FC 06/11/1999 | View match | |
| Hull City FC v Macclesfield Town FC 09/11/1999 | View match | |
| Southend United FC v Hull City FC 12/11/1999 | View match | |
| Hayes v Hull City FC 20/11/1999 | View match | |
| Hull City FC v Halifax Town A.F.C 23/11/1999 | View match | |
| Shrewsbury Town FC v Hull City FC 27/11/1999 | View match | |
| Hull City FC v Hayes 30/11/1999 | View match | |
| Hull City FC v Exeter City FC 04/12/1999 | View match | |
| Hull City FC v Chelsea FC 11/12/1999 | View match | |
| Hull City FC v Carlisle United FC 18/12/1999 | View match | |
| Darlington FC v Hull City FC 26/12/1999 | View match | |
| Hull City FC v Mansfield Town FC 28/12/1999 | View match |