3. Round | 13/08/2005 | Walsall FC | - | Southend United | 2:2 | ||||
6. Round | 29/08/2005 | Southend United | - | Colchester United | 3:1 | ||||
7. Round | 04/09/2005 | Southend United | - | Oldham Athletic | 2:1 | ||||
10. Round | 24/09/2005 | Rotherham United | - | Southend United | 2:4 | ||||
11. Round | 27/09/2005 | Southend United | - | Yeovil Town | 4:1 | ||||
12. Round | 01/10/2005 | Gillingham FC | - | Southend United | 1:2 | ||||
15. Round | 22/10/2005 | Southend United | - | Barnsley FC | 1:1 | ||||
18. Round | 19/11/2005 | Nottingham Forest | - | Southend United | 2:0 | ||||
19. Round | 26/11/2005 | Port Vale FC | - | Southend United | 2:1 | ||||
20. Round | 06/12/2005 | Southend United | - | Chesterfield FC | 0:0 | ||||
21. Round | 10/12/2005 | Southend United | - | Bradford City | 1:1 | ||||
22. Round | 17/12/2005 | Huddersfield Town | - | Southend United | 0:0 | ||||
37. Round | 10/03/2006 | Southend United | - | Scunthorpe United | 3:0 |