| Southend United FC v Bradford Park Avenue 19/08/1961 | View match | |
| Portsmouth FC v Southend United FC 23/08/1961 | View match | |
| Grimsby Town FC v Southend United FC 26/08/1961 | View match | |
| Southend United FC v Portsmouth FC 28/08/1961 | View match | |
| Southend United FC v Coventry City FC 02/09/1961 | View match | |
| Port Vale FC v Southend United FC 04/09/1961 | View match | |
| Brentford FC v Southend United FC 09/09/1961 | £6.00 | |
| Southend United FC v Stoke City FC 13/09/1961 | View match | |
| Southend United FC v Reading FC 16/09/1961 | View match | |
| Southend United FC v Bristol City FC 18/09/1961 | View match | |
| Newport County v Southend United FC 23/09/1961 | View match | |
| Bristol City FC v Southend United FC 26/09/1961 | £5.00 |