| 1. Round | 08/08/2009 | Cheltenham Town | - | Grimsby Town | 2:1 |  |
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| 2. Round | 15/08/2009 | Grimsby Town | - | Crewe Alexandra | 0:4 | ||||
| 3. Round | 18/08/2009 | Grimsby Town | - | Rotherham United | 1:2 | ||||
| 4. Round | 22/08/2009 | Bury FC | - | Grimsby Town | 0:1 | |
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| 5. Round | 29/08/2009 | Grimsby Town | - | Aldershot Town | 1:2 | |
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| 9. Round | 26/09/2009 | Grimsby Town | - | Darlington FC | 1:1 | ||||
| 11. Round | 03/10/2009 | Barnet FC | - | Grimsby Town | 3:0 | |
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| 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 | ||||
| 17. Round | 21/11/2009 | Lincoln City | - | Grimsby Town | 0:0 | ||||
| 18. Round | 24/11/2009 | Grimsby Town | - | Bradford City | 0:3 | ||||
| 20. Round | 05/12/2009 | Grimsby Town | - | Dagenham & Redbridge | 1:1 | ||||
| 21. Round | 12/12/2009 | Shrewsbury Town | - | Grimsby Town | 0:0 | ||||
| 22. Round | 18/12/2009 | Grimsby Town | - | Morecambe FC | 1:1 | ||||
| 24. Round | 28/12/2009 | Grimsby Town | - | Port Vale FC | 1:2 | |
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| 25. Round | 02/01/2010 | Grimsby Town | - | Bury FC | 1:1 |
Ireland