| 2. Round | 16/08/2008 | Hereford United | - | Yeovil Town | 1:2 | ||||
| 4. Round | 30/08/2008 | Carlisle United | - | Yeovil Town | 4:1 | ||||
| 5. Round | 06/09/2008 | Milton Keynes Dons | - | Yeovil Town | 3:0 | ||||
| 6. Round | 13/09/2008 | Yeovil Town | - | Brighton & Hove Albion | 1:1 |  |
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| 8. Round | 27/09/2008 | Scunthorpe United | - | Yeovil Town | 2:0 | ||||
| 9. Round | 04/10/2008 | Yeovil Town | - | Southend United | 1:2 | ||||
| 11. Round | 18/10/2008 | Northampton Town | - | Yeovil Town | 3:0 | ||||
| 20. Round | 13/12/2008 | Yeovil Town | - | Stockport County | 2:4 | ||||
| 23. Round | 28/12/2008 | Millwall FC | - | Yeovil Town | 1:1 | ||||
| 24. Round | 13/01/2009 | Yeovil Town | - | Scunthorpe United | 1:2 |  |
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| 26. Round | 19/01/2009 | Yeovil Town | - | Leicester City | 0:2 |
England