| 8. Journée | 19.09.2009 | Brighton & Hove Albion | - | Southend United | 2:3 | ||||
| 9. Journée | 26.09.2009 | Southend United | - | Oldham Athletic | 0:1 | ||||
| 10. Journée | 29.09.2009 | Brentford FC | - | Southend United | 2:1 | ||||
| 11. Journée | 03.10.2009 | Stockport County | - | Southend United | 0:2 | ||||
| 12. Journée | 09.10.2009 | Southend United | - | Southampton FC | 1:3 |  |
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| 13. Journée | 17.10.2009 | Southend United | - | Bristol Rovers | 2:1 |
Angleterre