8. Jornada | 26.09.2008 | Southend United | - | Leyton Orient | 3:0 | ||||
9. Jornada | 04.10.2008 | Yeovil Town | - | Southend United | 1:2 | ||||
10. Jornada | 11.10.2008 | Southend United | - | Stockport County | 1:1 | ||||
11. Jornada | 18.10.2008 | Southend United | - | Swindon Town | 2:1 | ||||
12. Jornada | 21.10.2008 | Scunthorpe United | - | Southend United | 1:1 | ||||
13. Jornada | 25.10.2008 | Bristol Rovers | - | Southend United | 4:2 | ||||
14. Jornada | 28.10.2008 | Southend United | - | Leeds United | 1:0 | ||||
15. Jornada | 01.11.2008 | Southend United | - | Colchester United | 3:3 | ||||
16. Jornada | 15.11.2008 | Tranmere Rovers | - | Southend United | 2:2 | ||||
17. Jornada | 22.11.2008 | Southend United | - | Oldham Athletic | 1:2 |