| Swansea Town v Leyton Orient FC 11/09/1958 | View match | |
| Swansea Town v Sunderland FC 13/09/1958 | View match | |
| Leyton Orient FC v Swansea Town 18/09/1958 | £10.00 | |
| Stoke City FC v Swansea Town 20/09/1958 | View match | |
| Swansea Town v Charlton Athletic FC 27/09/1958 | View match | |
| Swansea Town v Ipswich Town FC 04/10/1958 | View match | |
| Swansea Town v Charlton Athletic (Res) 11/10/1958 | View match | |
| Bristol City FC v Swansea Town 11/10/1958 | View match | |
| Huddersfield Town FC v Swansea Town 25/10/1958 | View match | |
| Swansea Town v Middlesbrough FC 01/11/1958 | View match | |
| Rotherham United FC v Swansea Town 08/11/1958 | View match | |
| Swansea Town v Sheffield United FC 15/11/1958 | View match |