| 1. Round | 08/08/2009 | Southampton FC | - | Millwall FC | 1:1 | ||||
| 2. Round | 15/08/2009 | Huddersfield Town | - | Southampton FC | 3:1 |  |
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| 3. Round | 18/08/2009 | Swindon Town | - | Southampton FC | 1:0 | ||||
| 5. Round | 29/08/2009 | Stockport County | - | Southampton FC | 1:1 | ||||
| 6. Round | 05/09/2009 | Southampton FC | - | Colchester United | 0:0 | ||||
| 7. Round | 12/09/2009 | Charlton Athletic | - | Southampton FC | 1:1 | |
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| 8. Round | 19/09/2009 | Southampton FC | - | Yeovil Town | 2:0 | ||||
| 16. Round | 15/11/2009 | Southampton FC | - | Brighton & Hove Albion | 1:3 | ||||
| 22. Round | 19/12/2009 | Leeds United | - | Southampton FC | 1:0 | ||||
| 24. Round | 28/12/2009 | Colchester United | - | Southampton FC | 2:1 | |
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| 30. Round | 06/02/2010 | Exeter City | - | Southampton FC | 1:1 | |
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| 33. Round | 23/02/2010 | Wycombe Wanderers | - | Southampton FC | 0:0 | ||||
| 34. Round | 27/02/2010 | Southampton FC | - | Walsall FC | 5:1 | ||||
| 36. Round | 13/03/2010 | Southampton FC | - | Leeds United | 1:0 | ||||
| 28. Round | 16/03/2010 | Southampton FC | - | Swindon Town | 0:1 |
England