| 7. Round | 07/09/2019 | Grimsby Town | - | Crewe Alexandra | 0:2 | ||||
| 8. Round | 14/09/2019 | Oldham Athletic | - | Grimsby Town | 2:2 | ||||
| 9. Round | 17/09/2019 | Salford City | - | Grimsby Town | 1:0 | ||||
| 10. Round | 21/09/2019 | Grimsby Town | - | Macclesfield Town | 1:0 |  |
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| 11. Round | 28/09/2019 | Exeter City | - | Grimsby Town | 1:3 | |
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| 12. Round | 05/10/2019 | Grimsby Town | - | Mansfield Town | 0:1 | ||||
| 13. Round | 12/10/2019 | Stevenage FC | - | Grimsby Town | 2:1 | ||||
| 19. Round | 23/11/2019 | Northampton Town | - | Grimsby Town | 2:0 | ||||
| 16. Round | 26/11/2019 | Grimsby Town | - | Cheltenham Town | 0:0 | ||||
| 20. Round | 07/12/2019 | Grimsby Town | - | Swindon Town | 0:3 | ||||
| 21. Round | 14/12/2019 | Carlisle United | - | Grimsby Town | 0:0 | |
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| 22. Round | 21/12/2019 | Grimsby Town | - | Scunthorpe United | 0:1 | ||||
| 23. Round | 26/12/2019 | Macclesfield Town | - | Grimsby Town | 1:1 | ||||
| 24. Round | 29/12/2019 | Grimsby Town | - | Crawley Town | 1:1 | ||||
| 25. Round | 01/01/2020 | Grimsby Town | - | Salford City | 1:0 | ||||
| 26. Round | 04/01/2020 | Mansfield Town | - | Grimsby Town | 0:1 |
England