| 1 | Sat 12 Jan 2019 | 0-2 v Macclesfield TownGrimsby Town 0-2 Macclesfield Town | Sky Bet League Two |
| 2 | Sat 19 Jan 2019 | 0-1 v Lincoln CityLincoln City 1-0 Grimsby Town | Sky Bet League Two |
| 3 | Sat 2 Feb 2019 | 3-0 v Newport CountyGrimsby Town 3-0 Newport County | Sky Bet League Two |
| 4 | Sat 9 Feb 2019 | 3-1 v Yeovil TownYeovil Town 1-3 Grimsby Town | Sky Bet League Two |
| 5 | Sat 16 Feb 2019 | 1-0 v Cheltenham TownGrimsby Town 1-0 Cheltenham Town | Sky Bet League Two |
| 6 | Sat 23 Feb 2019 | 1-1 v Swindon TownSwindon Town 1-1 Grimsby Town | Sky Bet League Two |
| 7 | Sat 2 Mar 2019 | 0-2 v Cambridge UnitedGrimsby Town 0-2 Cambridge United | Sky Bet League Two |
| 8 | Sat 9 Mar 2019 | 1-2 v Crawley TownCrawley Town 2-1 Grimsby Town | Sky Bet League Two |
| 9 | Tue 12 Mar 2019 | 1-4 v Tranmere RoversTranmere Rovers 4-1 Grimsby Town | Sky Bet League Two |
| 10 | Sat 16 Mar 2019 | 0-0 v Northampton TownGrimsby Town 0-0 Northampton Town | Sky Bet League Two |
| 11 | Sat 23 Mar 2019 | 0-0 v BuryGrimsby Town 0-0 Bury | Sky Bet League Two |
| 12 | Sat 30 Mar 2019 | 0-2 v Oldham AthleticOldham Athletic 2-0 Grimsby Town | Sky Bet League Two |
| 13 | Sat 13 Apr 2019 | 1-1 v MorecambeMorecambe 1-1 Grimsby Town | Sky Bet League Two |
| 14 | Mon 22 Apr 2019 | 1-0 v Carlisle UnitedGrimsby Town 1-0 Carlisle United | Sky Bet League Two |
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