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| 1st(1st leg) | Rochdale AFC | - | Gillingham FC | 0:0 (0:0) | ||
| 2nd (2nd leg) | Gillingham FC | - | Rochdale AFC | 2:1 (1:1) | ||
| 1st(1st leg): 07/05/2009 19:45 | 2nd (2nd leg): 10/05/2009 18:30 | Winner: Gillingham FC | ||||
| 1st(1st leg) | Shrewsbury Town | - | Bury FC | 0:1 (0:0) | ||
| 2nd (2nd leg) | Bury FC | - | Shrewsbury Town | 3:4 (0:0, 0:1, 0:1) pso | ||
| 1st(1st leg): 07/05/2009 19:45 | 2nd (2nd leg): 10/05/2009 12:00 | Winner: Shrewsbury Town | ||||
