South East Counties League Cup · R1 · Youth · 1958/59 Full time
Arsenal 4 Southend United Lost 2
Tuesday 2 September 1958
Goalscorers
Southend United
4 of 11 recorded| 1 | R Axcell |
| 8 | George Wright |
| 9 | W Fiddes |
| 10 | Jones |
South East Counties League Cup · R1 · Youth · 1958/59 Full time
Tuesday 2 September 1958
| 1 | R Axcell |
| 8 | George Wright |
| 9 | W Fiddes |
| 10 | Jones |