 |
 |
| FA Cup 1968/1969 | |||||||
| Runde | Datum | Ort | Gegner | Res. | |||
|---|---|---|---|---|---|---|---|
| 1. Runde | 16.11.1968 | H |
|
King's Lynn | 9:0 | ||
| 2. Runde | 07.12.1968 | H |
|
Brentwood Town | 10:1 | ||
| 3. Runde | 04.01.1969 | A |
|
Swindon Town | 2:0 | ||
| 4. Runde | 25.01.1969 | A |
|
Mansfield Town | 1:2 | ||
| League Cup 1968/1969 | |||||||
| Runde | Datum | Ort | Gegner | Res. | |||
| 1. Runde | 13.08.1968 | A |
|
Bournemouth and Boscombe Athletic | 6:1 | ||
| 2. Runde | 04.09.1968 | A |
|
Wolverhampton Wanderers | 0:1 | ||
England 
![Southend United [U18]](https://s.hs-data.com/bilder/wappen/mini/33329.gif?fallback=png "Southend United [U18]"){kind=small}
![Southend United [U16]](https://s.hs-data.com/bilder/wappen/mini/60482.gif?fallback=png "Southend United [U16]"){kind=small}