| Liverpool FC v Cardiff City FC 27/09/1958 | View match | |
| Liverpool FC v Everton FC 01/10/1958 | View match | |
| Huddersfield Town FC v Liverpool FC 04/10/1958 | View match | |
| Liverpool FC v Lincoln City FC 11/10/1958 | View match | |
| Fulham FC v Liverpool FC 18/10/1958 | £4.00 | |
| Liverpool FC v Sheffield Wednesday FC 25/10/1958 | View match | |
| Stoke City FC v Liverpool FC 01/11/1958 | View match | |
| Liverpool FC v Leyton Orient FC 08/11/1958 | View match | |
| Derby County FC v Liverpool FC 15/11/1958 | View match | |
| Liverpool FC v Bristol Rovers FC 22/11/1958 | View match | |
| Ipswich Town FC v Liverpool FC 29/11/1958 | View match | |
| Liverpool FC v Swansea Town 06/12/1958 | View match |