3. Round | 23/08/2008 | Hartlepool United | - | Stockport County | 0:1 | ||||
5. Round | 06/09/2008 | Millwall FC | - | Hartlepool United | 2:0 | ||||
26. Round | 16/01/2009 | Hartlepool United | - | Northampton Town | 2:0 | ||||
32. Round | 14/02/2009 | Milton Keynes Dons | - | Hartlepool United | 3:1 |