| 12. Round | 06/10/2018 | Grimsby Town | - | Port Vale FC | 2:0 | ||||
| 14. Round | 20/10/2018 | Grimsby Town | - | Exeter City | 0:0 | ||||
| 13. Round | 06/11/2018 | Mansfield Town | - | Grimsby Town | 2:1 | ||||
| 18. Round | 17/11/2018 | Grimsby Town | - | Crawley Town | 1:0 |  |
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| 19. Round | 24/11/2018 | Northampton Town | - | Grimsby Town | 2:2 | ||||
| 24. Round | 26/12/2018 | Port Vale FC | - | Grimsby Town | 0:1 | ||||
| 25. Round | 29/12/2018 | Exeter City | - | Grimsby Town | 1:2 | ||||
| 26. Round | 01/01/2019 | Grimsby Town | - | Mansfield Town | 0:1 | ||||
| 28. Round | 12/01/2019 | Grimsby Town | - | Macclesfield Town | 0:2 | ||||
| 29. Round | 19/01/2019 | Lincoln City | - | Grimsby Town | 1:0 | ||||
| 27. Round | 22/01/2019 | Forest Green Rovers | - | Grimsby Town | 3:0 | ||||
| 39. Round | 23/03/2019 | Grimsby Town | - | Bury FC | 0:0 | ||||
| 40. Round | 30/03/2019 | Oldham Athletic | - | Grimsby Town | 2:0 | ||||
| 43. Round | 19/04/2019 | Colchester United | - | Grimsby Town | 1:0 | ||||
| 44. Round | 22/04/2019 | Grimsby Town | - | Carlisle United | 1:0 | ||||
| 45. Round | 27/04/2019 | Notts County | - | Grimsby Town | 2:1 |
Jamaica
England