| League One | 04/10/08 | Leyton Orient | - | Scunthorpe United | 2:2 |  |
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| League One | 12/09/09 | Hartlepool United | - | Wycombe Wanderers | 1:1 | |
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| League One | 01/12/09 | Carlisle United | - | Hartlepool United | 3:2 | ||||
| League One | 30/01/10 | Norwich City | - | Hartlepool United | 2:1 |  |
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| League One | 20/02/10 | Hartlepool United | - | Huddersfield Town | 0:2 |
England