| Hull City FC v Queens Park Rangers FC 29/11/1958 | View match | |
| Bournemouth & Boscombe v Hull City FC 06/12/1958 | View match | |
| Hull City FC v Doncaster Rovers FC 13/12/1958 | View match | |
| Plymouth Argyle FC v Hull City FC 20/12/1958 | View match | |
| Hull City FC v Mansfield Town FC 26/12/1958 | View match | |
| Mansfield Town FC v Hull City FC 27/12/1958 | View match | |
| Chesterfield FC v Hull City FC 01/01/1959 | View match | |
| Hull City FC v Bradford City FC 03/01/1959 | View match | |
| Hull City FC v Southend United FC 10/01/1959 | View match | |
| Bury FC v Hull City FC 24/01/1959 | £10.00 | |
| Hull City FC v Southampton FC 31/01/1959 | View match | |
| Accrington Stanley (1891) v Hull City FC 07/02/1959 | View match |