| Walsall FC v Southport 18/10/1958 | View match | |
| Southport v Millwall FC 25/10/1958 | View match | |
| Aldershot F.C v Southport 01/11/1958 | View match | |
| Southport v Halifax Town A.F.C 15/11/1958 | View match | |
| Southport v Barrow 22/11/1958 | View match | |
| Carlisle United FC v Southport 29/11/1958 | View match | |
| Exeter City FC v Southport 13/12/1958 | View match | |
| Southport v Watford FC 20/12/1958 | View match | |
| Southport v Shrewsbury Town FC 25/12/1958 | View match | |
| Shrewsbury Town FC v Southport 26/12/1958 | View match | |
| Southport v Crystal Palace FC 01/01/1959 | View match | |
| Hartlepool United v Southport 03/01/1959 | View match |