 |
 |
| FA Cup 1989/1990 | |||||||
| Runde | Datum | Ort | Gegner | Res. | |||
|---|---|---|---|---|---|---|---|
| 1. Runde | 18.11.1989 | A |
|
Aylesbury United | 0:1 | ||
| League Cup 1989/1990 | |||||||
| Runde | Datum | Ort | Gegner | Res. | |||
| 1. Runde | 22.08.1989 | A |
|
Colchester United | 4:3 | ||
| 1. Runde | 29.08.1989 | H |
|
Colchester United | 2:1 | ||
| 2. Runde | 20.09.1989 | A |
|
Tottenham Hotspur | 0:1 (0:0) | ||
| 2. Runde | 04.10.1989 | H |
|
Tottenham Hotspur | 3:2 (3:2, 0:0) n.V. | ||
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}