| Watford FC v Gateshead 25/10/1958 | View match | |
| Oldham Athletic FC v Watford FC 01/11/1958 | View match | |
| Watford FC v Barrow 08/11/1958 | View match | |
| Watford FC v Reading FC 15/11/1958 | View match | |
| Reading FC v Watford FC 19/11/1958 | View match | |
| Watford FC v Gillingham FC 22/11/1958 | View match | |
| Exeter City FC v Watford FC 29/11/1958 | View match | |
| Torquay United FC v Watford FC 06/12/1958 | View match | |
| Shrewsbury Town FC v Watford FC 13/12/1958 | View match | |
| Southport v Watford FC 20/12/1958 | View match | |
| Walsall FC v Watford FC 26/12/1958 | View match | |
| Watford FC v Walsall FC 27/12/1958 | View match |