| 26. Ronde | 17.01.2009 | Wycombe Wanderers | - | Grimsby Town | 0:1 | ||||
| 27. Ronde | 24.01.2009 | Grimsby Town | - | Rotherham United | 3:0 | ||||
| 28. Ronde | 27.01.2009 | Grimsby Town | - | Dagenham & Redbridge | 1:1 |  |
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| 29. Ronde | 31.01.2009 | Bradford City | - | Grimsby Town | 2:0 | ||||
| 31. Ronde | 07.02.2009 | Grimsby Town | - | Exeter City | 2:2 | ||||
| 24. Ronde | 10.02.2009 | Barnet FC | - | Grimsby Town | 3:3 | |
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| 32. Ronde | 14.02.2009 | Grimsby Town | - | Bury FC | 1:2 | ||||
| 33. Ronde | 21.02.2009 | Darlington FC | - | Grimsby Town | 1:0 | ||||
| 34. Ronde | 28.02.2009 | Rochdale AFC | - | Grimsby Town | 2:0 | ||||
| 35. Ronde | 03.03.2009 | Grimsby Town | - | Brentford FC | 0:1 | ||||
| 36. Ronde | 07.03.2009 | Grimsby Town | - | Lincoln City | 5:1 |
Noord-Ierland