| 7. Round | 12/09/2009 | Grimsby Town | - | Hereford United | 1:0 | ||||
| 8. Round | 19/09/2009 | Torquay United | - | Grimsby Town | 0:2 | ||||
| 9. Round | 26/09/2009 | Grimsby Town | - | Darlington FC | 1:1 | ||||
| 10. Round | 30/09/2009 | Chesterfield FC | - | Grimsby Town | 3:2 | ||||
| 12. Round | 10/10/2009 | Grimsby Town | - | Burton Albion | 1:2 | ||||
| 13. Round | 17/10/2009 | Grimsby Town | - | Rochdale AFC | 0:2 | ||||
| 14. Round | 24/10/2009 | AFC Bournemouth | - | Grimsby Town | 3:1 | ||||
| 15. Round | 30/10/2009 | Grimsby Town | - | Accrington Stanley | 2:2 |  |
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| 16. Round | 14/11/2009 | Northampton Town | - | Grimsby Town | 0:0 | ||||
| 18. Round | 24/11/2009 | Grimsby Town | - | Bradford City | 0:3 | ||||
| 19. Round | 28/11/2009 | Macclesfield Town | - | Grimsby Town | 0:0 | ||||
| 39. Round | 02/04/2010 | Grimsby Town | - | Northampton Town | 1:2 |
England