| Lincoln City FC v Sunderland FC 23/08/1958 | View match | |
| Sunderland FC v Fulham FC 27/08/1958 | View match | |
| Sunderland FC v Liverpool FC 30/08/1958 | View match | |
| Fulham FC v Sunderland FC 03/09/1958 | £6.50 | |
| Sunderland FC v Stoke City FC 06/09/1958 | View match | |
| Sunderland FC v Sheffield Wednesday FC 10/09/1958 | View match | |
| Swansea Town v Sunderland FC 13/09/1958 | View match | |
| Sheffield Wednesday FC v Sunderland FC 17/09/1958 | View match | |
| Sunderland FC v Ipswich Town FC 20/09/1958 | View match | |
| Bristol Rovers FC v Sunderland FC 27/09/1958 | View match | |
| Sunderland FC v Derby County FC 04/10/1958 | View match | |
| Middlesbrough FC v Sunderland FC 11/10/1958 | View match |