18. Round | 24/11/2009 | Tranmere Rovers | - | Southend United | 2:0 | ||||
19. Round | 01/12/2009 | Southend United | - | Norwich City | 0:3 | ||||
20. Round | 05/12/2009 | Charlton Athletic | - | Southend United | 1:0 | ||||
21. Round | 12/12/2009 | Southend United | - | Hartlepool United | 3:2 | ||||
22. Round | 19/12/2009 | Exeter City | - | Southend United | 1:0 | ||||
23. Round | 26/12/2009 | Southend United | - | Colchester United | 1:2 | ||||
24. Round | 28/12/2009 | Leyton Orient | - | Southend United | 1:2 | ||||
27. Round | 16/01/2010 | Huddersfield Town | - | Southend United | 2:1 | ||||
28. Round | 23/01/2010 | Southend United | - | Wycombe Wanderers | 1:1 | ||||
25. Round | 26/01/2010 | Millwall FC | - | Southend United | 2:0 | ||||
29. Round | 30/01/2010 | Southend United | - | Swindon Town | 2:2 | ||||
30. Round | 08/02/2010 | Colchester United | - | Southend United | 2:0 | ||||
33. Round | 23/02/2010 | Norwich City | - | Southend United | 2:1 | ||||
34. Round | 26/02/2010 | Southend United | - | Charlton Athletic | 1:2 | ||||
35. Round | 06/03/2010 | Hartlepool United | - | Southend United | 3:0 | ||||
36. Round | 13/03/2010 | Southend United | - | Exeter City | 0:0 | ||||
39. Round | 03/04/2010 | Southend United | - | Yeovil Town | 0:0 |