| 7. Ronde | 20.09.2008 | Morecambe FC | - | Grimsby Town | 1:1 | ||||
| 8. Ronde | 27.09.2008 | Grimsby Town | - | Barnet FC | 0:1 | ||||
| 9. Ronde | 04.10.2008 | Rotherham United | - | Grimsby Town | 4:1 | ||||
| 10. Ronde | 11.10.2008 | Grimsby Town | - | Wycombe Wanderers | 1:1 | ||||
| 11. Ronde | 18.10.2008 | Exeter City | - | Grimsby Town | 0:0 |  |
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| 12. Ronde | 21.10.2008 | Grimsby Town | - | Luton Town | 2:2 | ||||
| 13. Ronde | 24.10.2008 | Grimsby Town | - | Bradford City | 1:3 |  |
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| 14. Ronde | 28.10.2008 | Dagenham & Redbridge | - | Grimsby Town | 4:0 | |
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| 15. Ronde | 01.11.2008 | Grimsby Town | - | Darlington FC | 1:2 | ||||
| 16. Ronde | 15.11.2008 | Bury FC | - | Grimsby Town | 0:2 | |
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| 17. Ronde | 21.11.2008 | Grimsby Town | - | AFC Bournemouth | 3:3 | ||||
| 18. Ronde | 25.11.2008 | Macclesfield Town | - | Grimsby Town | 1:0 | |
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| 19. Ronde | 06.12.2008 | Port Vale FC | - | Grimsby Town | 2:1 | ||||
| 20. Ronde | 13.12.2008 | Grimsby Town | - | Shrewsbury Town | 1:0 | ||||
| 21. Ronde | 20.12.2008 | Aldershot Town | - | Grimsby Town | 2:2 |
Engeland
Jamaica