1. Round | 08/08/2009 | Southend United | - | Huddersfield Town | 2:2 | ||||
2. Round | 15/08/2009 | Walsall FC | - | Southend United | 2:2 | ||||
3. Round | 18/08/2009 | Wycombe Wanderers | - | Southend United | 1:1 | ||||
4. Round | 21/08/2009 | Southend United | - | Millwall FC | 0:0 | ||||
5. Round | 29/08/2009 | Swindon Town | - | Southend United | 2:1 |