| 1. Round | 16/08/2009 | Tottenham Hotspur | - | Liverpool FC | 2:1 | ||||
| 2. Round | 19/08/2009 | Liverpool FC | - | Stoke City | 4:0 | ||||
| 3. Round | 24/08/2009 | Liverpool FC | - | Aston Villa | 1:3 | ||||
| 4. Round | 29/08/2009 | Bolton Wanderers | - | Liverpool FC | 2:3 | ||||
| 5. Round | 12/09/2009 | Liverpool FC | - | Burnley FC | 4:0 | ||||
| 7. Round | 26/09/2009 | Liverpool FC | - | Hull City | 6:1 | ||||
| 9. Round | 17/10/2009 | Sunderland AFC | - | Liverpool FC | 1:0 | ||||
| 11. Round | 31/10/2009 | Fulham FC | - | Liverpool FC | 3:1 |
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