| Brentford FC v Southend United FC 12/03/1957 | £5.00 | |
| Walsall FC v Southend United FC 23/03/1957 | £35.00 | |
| Walsall FC v Southend United FC 01/03/1958 | £35.00 | |
| Brentford FC v Southend United FC 29/03/1958 | £8.50 | |
| Bury FC v Southend United FC 13/09/1958 | £15.00 | |
| Swindon Town FC v Southend United FC 29/11/1958 | £4.50 | |
| Southend United FC v Swindon Town FC 18/04/1959 | £8.00 | |
| Southend United FC v Bury FC 29/08/1959 | £6.50 | |
| Southend United FC v Mansfield Town FC 07/09/1959 | £15.99 | |
| Southampton FC v Southend United FC 05/12/1959 | £6.50 | |
| Brentford FC v Southend United FC 28/12/1959 | £6.50 | |
| Southend United FC v Bury FC 20/08/1960 | £14.50 |