| 1. Round | 08/11/2008 | Kettering Town | - | Lincoln City | 1:1 | ||||
| 1. Round | 18/11/2008 | Lincoln City | - | Kettering Town | 1:2 | ||||
| 2. Round | 30/11/2008 | Notts County | - | Kettering Town | 1:1 |  |
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| 2. Round | 10/12/2008 | Kettering Town | - | Notts County | 2:1 | |
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| 3. Round | 03/01/2009 | Kettering Town | - | Eastwood Town | 2:1 | ||||
| 4. Round | 24/01/2009 | Kettering Town | - | Fulham FC | 2:4 |
England