| 14. Ronde | 24.10.2009 | Carlisle United | - | Southend United | 2:1 | ||||
| 25. Ronde | 26.01.2010 | Millwall FC | - | Southend United | 2:0 | ||||
| 26. Ronde | 23.03.2010 | Southend United | - | Walsall FC | 3:0 | ||||
| 40. Ronde | 05.04.2010 | Gillingham FC | - | Southend United | 3:0 | ||||
| 41. Ronde | 10.04.2010 | Leeds United | - | Southend United | 2:0 | ||||
| 45. Ronde | 01.05.2010 | Southend United | - | Stockport County | 2:1 | ||||
| 46. Ronde | 08.05.2010 | Southampton FC | - | Southend United | 3:1 |
Engeland